Angewandte Chemie International Edition

Cover image for Vol. 54 Issue 42

Early View (Online Version of Record published before inclusion in an issue)

Editor: Peter Gölitz, Deputy Editors: Neville Compton, Haymo Ross

Online ISSN: 1521-3773

Associated Title(s): Angewandte Chemie, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemistryOpen, ChemPlusChem, Zeitschrift für Chemie

  1. Communications

    1. DNA

      Ultraviolet Absorption Induces Hydrogen-Atom Transfer in G⋅C Watson–Crick DNA Base Pairs in Solution

      Dr. Katharina Röttger, Hugo J. B. Marroux, Dr. Michael P. Grubb, Philip M. Coulter, Hendrik Böhnke, Dr. Alexander S. Henderson, Dr. M. Carmen Galan, Prof. Friedrich Temps, Prof. Andrew J. Orr-Ewing and Dr. Gareth M. Roberts

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201506940

      Thumbnail image of graphical abstract

      Ultrafast energy-dissipation processes after UV absorption render DNA intrinsically photostable. One of the most debated mechanisms in individual guanine–cytosine base pairs has been confirmed: A sequence of hydrogen transfers across the hydrogen bonds in the dimer lead to an efficient relaxation of the base pair back to the original structure, but up to 10 % of the excited molecules instead form a potentially mutagenic tautomer.

    2. Membranes

      Reversible Supramolecular Surface Attachment of Enzyme–Polymer Conjugates for the Design of Biocatalytic Filtration Membranes

      Negar Moridi, Prof. Dr. Philippe F.-X. Corvini and Prof. Dr. Patrick Shahgaldian

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201507020

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      Enzyme in the membrane: Supramolecular and reversible surface bioconjugation on a filtration membrane is achieved using a new enzyme–polymer conjugate containing multiple adamantyl units. As part of a membrane bioreactor this supramolecular modification is stable under operational conditions and allows for efficient biocatalysis.

    3. Actuators

      A Mechanically Actuating Carbon-Nanotube Fiber in Response to Water and Moisture

      Sisi He, Peining Chen, Longbin Qiu, Dr. Bingjie Wang, Dr. Xuemei Sun, Yifan Xu and Prof. Dr. Huisheng Peng

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201507108

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      Water lot of twisting: Hydrophilic, hierarchically helical carbon-nanotube fibers are synthesized. In response to water and moisture they rapidly contract and rotate. The large numbers of nano- and micron-scale channels are responsible for these moisture-sensing properties. The fibers are lightweight, flexible, and strong, making them suitable for applications, such as smart switches, actuators, robots, and biomimetic devices.

  2. Highlights

    1. Organocatalysis

      An Organocatalytic Biomimetic Strategy Paves the Way for the Asymmetric Umpolung of Imines

      Assoc. Prof. Dr. Mario Waser and Dipl.-Ing. Johanna Novacek

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201506872

      Thumbnail image of graphical abstract

      Just like Nature: A recently developed enantioselective organocatalytic biomimetic transamination provides an elegant approach towards chiral amines. In the presence of an asymmetric phase-transfer catalyst, the intermediate anionic species undergoes an asymmetric C[BOND]C bond-forming reaction in a powerful and broadly applicable asymmetric umpolung strategy.

  3. Communications

    1. Synthetic Methods

      Strong Bonds Made Weak: Towards the General Utility of Amides as Synthetic Modules

      Stefan A. Ruider and Prof. Dr. Nuno Maulide

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201508536

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      Breaking good: The amide bond is widely recognized as the strongest bond among the carboxylic acid derivatives. Therefore, the potential of amides to serve as synthetic building blocks has remained mostly untapped thus far. This Highlight describes a recent breakthrough that enables the catalytic conversion of amides into esters for the first time.

    2. Biosynthesis

      Dirigent Proteins from Cotton (Gossypium sp.) for the Atropselective Synthesis of Gossypol

      Isabelle Effenberger, Dr. Bin Zhang, Dr. Ling Li, Qiang Wang, Prof. Dr. Yuxiu Liu, Iris Klaiber, Dr. Jens Pfannstiel, Prof. Dr. Qingmin Wang and Prof. Dr. Andreas Schaller

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201507543

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      Protein at the helm: The dirigent protein GhDIR4 is responsible for the atropselective biosynthesis of (+)-gossypol in cotton (Gossypium hirsutum) plants. GhDIR4 also confers atropselectivity to the oxidative coupling of hemigossypol in vitro. Cotton dirigent proteins have potential as tools for the asymmetric synthesis of axially chiral binaphthyls.

    3. Imaging Agents | Hot Paper

      Fluorescence Imaging In Vivo at Wavelengths beyond 1500 nm

      Shuo Diao, Dr. Jeffrey L. Blackburn, Dr. Guosong Hong, Alexander L. Antaris, Dr. Junlei Chang, Dr. Justin Z. Wu, Bo Zhang, Dr. Kai Cheng, Prof. Calvin J. Kuo and Prof. Hongjie Dai

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201507473

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      Semiconducting single-walled carbon nanotubes with large diameters were used for in vivo fluorescence imaging in the long-wavelength near-infrared region (1500–1700 nm). With this imaging agent, 3–4 μm wide capillary blood vessels at a depth of about 3 mm in living mice could be resolved, and the blood-flow speeds in multiple individual vessels were mapped simultaneously.

    4. Coordination Modes | Hot Paper

      [Ni(cod)2][Al(ORF)4], a Source for Naked Nickel(I) Chemistry

      Dipl.-Chem. Miriam M. Schwab, Dr. Daniel Himmel, Dr. Sylwia Kacprzak, Dr. Daniel Kratzert, Dr. Valentin Radtke, Philippe Weis, Dr. Kallol Ray, Dr. Ernst-Wilhelm Scheidt, Prof. Dr. Wolfgang Scherer, Prof. Dr. Bas de Bruin, Prof. Dr. Stefan Weber and Prof. Dr. Ingo Krossing

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201506475

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      Homoleptic nickel(I) complex: A solvent-free organometallic nickel(I) complex was easily obtained from the reaction between [Ni0(cod)2] and Ag[Al(ORF)4] (cod=1,5-cyclooctadiene, ORF=OC(CF3)3). Crystal-structure analysis, EPR spectroscopy, XANES, and cyclic voltammetry confirmed the salt to be [Ni(cod)2]+[Al(ORF)4], a good starting material for the synthesis of other cationic NiI complexes.

  4. Reviews

    1. Radical Chemistry

      Catalysis of Radical Reactions: A Radical Chemistry Perspective

      Prof. Armido Studer and Prof. Dennis P. Curran

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201505090

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      The unique reactivity and selectivity of radicals paired with the possibility to cross between different regimes (radical/ionic/organometallic) results in catalysis of radical reactions playing an important role in organic synthesis. The basic concepts of catalyzed radical reactions are introduced and illustrated with selected examples from classical and recent literature.

    2. Molecular Magnetism

      Heterometallic Rings: Their Physics and use as Supramolecular Building Blocks

      Prof. Eric J. L. McInnes, Dr. Grigore A. Timco, Dr. George F. S. Whitehead and Prof. Richard E. P. Winpenny

      Article first published online: 13 OCT 2015 | DOI: 10.1002/anie.201502730

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      A play ground for physics: Heterometallic rings featuring seven trivalent and a single divalent metal center were first reported in 2003. Since that time they have been shown to be ideal for studying the physics of anti-ferromagnetically coupled nanomagnets. They have a rich chemistry, and can be incorporated in larger structures in at least three ways, including use of the inorganic rings as part of hybrid rotaxanes.

  5. Communications

    1. Graphene Sensors

      A Graphene Fibriform Responsor for Sensing Heat, Humidity, and Mechanical Changes

      Fei Zhao, Dr. Yang Zhao, Huhu Cheng and Prof. Liangti Qu

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201508300

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      A fibriform environmental responsor is fabricated on double-helix graphene-based microfibers, and exhibits selective sensitivity towards tiny perturbations of temperature, mechanical force, and humidity. The responsor is capable of recognizing various types of stimuli, and therefore may find applications in environmental or human body monitoring devices.

    2. Coordination Chemistry | Very Important Paper

      Synthesis of a “Masked” Terminal Nickel(II) Sulfide by Reductive Deprotection and its Reaction with Nitrous Oxide

      Nathaniel J. Hartmann, Dr. Guang Wu and Prof. Dr. Trevor W. Hayton

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201508232

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      Late-metal sulfides: Reductive deprotection of β-diketiminate-supported nickel tritylthiolate complexes results in the formation of the first “masked” terminal nickel sulfide complexes. Surprisingly, 1 reacts with nitrous oxide (N2O) in a [3+2] cycloaddition across the Ni[BOND]S bond to form an unprecedented cis-thiohyponitrite complex (2).

    3. Synthetic Methods

      Destruction and Construction: Application of Dearomatization Strategy in Aromatic Carbon–Nitrogen Bond Functionalization

      Shuo-En Wang, Linfei Wang, Dr. Qiuqin He and Prof. Dr. Renhua Fan

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201508161

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      Arene functionalization: An aromatic carbon–nitrogen bond functionalization reaction using a simple dearomatization strategy is reported (see picture). Through this process para-substituted aniline molecules served as a potential aryl source in the construction of a range of functionalized aromatic molecules, such as quaternary carbon centers, α-keto esters, and aldehydes.

    4. Organocatalysis

      Direct Access to Multifunctionalized Norcamphor Scaffolds by Asymmetric Organocatalytic Diels–Alder Reactions

      Rasmus Mose, Magnus E. Jensen, Gert Preegel and Dr. Karl Anker Jørgensen

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507348

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      One organocatalyst fits all: A diversity-oriented approach has been employed to prepare a variety of important 5,6-substituted norcamphor scaffolds. The molecules were synthesized by means of asymmetric organocatalytic reactions between amino-activated cyclopentenones and many common classes of electron-deficient olefins.

    5. C[BOND]C Coupling | Hot Paper

      Asymmetric Pentafulvene Carbometalation—Access to Enantiopure Titanocene Dichlorides of Biological Relevance

      Dr. Melchior Cini, Prof. Dr. Tracey D. Bradshaw, Prof. Dr. Simon Woodward and Dr. William Lewis

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201508034

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      Something to zinc about: The use of a combined phosphoramidite–phosphate ligand systems allows the demanding catalytic asymmetric carbozincation of pentafulvenes to be realized (see scheme; BINOL=2,2′-dihydroxy-1,1′-binaphthyl). The addition of a simple phosphoric acid additive has a profound effect on the rate of the carbozincation reaction. Titanocene dichloride derivatives of the cyclopentadienyl products are useful biological probes.

    6. Enyne Annulation

      Alkene-Directed N-Attack Chemoselectivity in the Gold-Catalyzed [2+2+1]-Annulations of 1,6-Enynes with N-Hydroxyanilines

      Dr. Deepak B. Huple, Bhanudas D. Mokar and Prof. Dr. Rai-Shung Liu

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507946

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      Kinetically unstable nitrones are generated from gold-catalyzed reactions of 1,6-enynes with N-hydroxyanilines, and subsequently trapped by tethered alkenes to furnish [2+2+1]-annulations. These findings open the door to new ways to access ketone nitrones with good stereoselectivity.

    7. N-Heterocyclic Carbenes

      Cyclic (Amino)(aryl)carbenes (CAArCs) as Strong σ-Donating and π-Accepting Ligands for Transition Metals

      Bin Rao, Huarong Tang, Prof. Dr. Xiaoming Zeng, Liu Liu, Dr. Mohand Melaimi and Prof. Dr. Guy Bertrand

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507844

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      CAArC: The replacement of the alkyl substituent of cyclic (alkyl)(amino)carbenes (CAACs) by aryl scaffolds not only enhances the π-accepting properties of the carbene center, but also retains the strong σ-donating properties of CAACs, leading to a small singlet–triplet gap. Despite the instability of CAArCs, the corresponding transition-metal complexes are readily available, and they appear to be efficient catalysts for several chemical transformations.

    8. Heck Reaction

      General Olefin Synthesis by the Palladium-Catalyzed Heck Reaction of Amides: Sterically Controlled Chemoselective N[BOND]C Activation

      Guangrong Meng and Prof. Dr. Michal Szostak

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507776

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      Welcome disturbance: The first Pd0-catalyzed Heck reaction of amides proceeding through highly chemoselective N[BOND]C activation utilizing amide bond ground-state distortion is reported. The reaction shows excellent functional group tolerance and avoids the formation of corrosive halide waste (base-free Heck). It provides access to a myriad of metal-catalyzed transformations of amides through metal insertion/decarbonylation.

    9. Lithium-Ion Batteries

      Probing Dynamic Processes in Lithium-Ion Batteries by In Situ NMR Spectroscopy: Application to Li1.08Mn1.92O4 Electrodes

      Dr. Lina Zhou, Dr. Michal Leskes, Dr. Tao Liu and Prof. Clare P. Grey

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507632

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      Mobi-Li-ty: Lithium mobility, as a function of temperature during battery cycling, can be simply monitored by using in situ T2′ relaxation measurements. Since Li dynamics are strongly related to structural properties, the changes in in situ T2′ can be used to detect structural changes, such as Li ordering.

    10. MOF Processing

      Post-Synthetic Anisotropic Wet-Chemical Etching of Colloidal Sodalite ZIF Crystals

      Civan Avci, Javier Ariñez-Soriano, Dr. Arnau Carné-Sánchez, Dr. Vincent Guillerm, Dr. Carlos Carbonell, Dr. Inhar Imaz and Prof. Dr. Daniel Maspoch

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507588

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      Post-synthetic wet-chemical anisotropic etching of colloidal ZIF-8 and ZIF-67 crystals enables uniform reshaping of them into unprecedented shapes, including cubic and tetrahedral crystals, and even hollow boxes, by an acid–base reaction and subsequent sequestration of leached metal ions.

    11. DNA Nanotechnology | Hot Paper

      A Case Study of the Likes and Dislikes of DNA and RNA in Self-Assembly

      Hua Zuo, Siyu Wu, Mo Li, Yulin Li, Wen Jiang and Chengde Mao

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507375

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      The composition of a nucleic acid nanomotif (RNA or DNA) has a significant influence on its structure. DNA motifs with certain single-stranded loops and tails yielded triangular prisms (see scheme, left and right) whereas two complementary motifs need to be combined to obtain tetragonal prisms (middle).

    12. Computer-Aided Drug Design

      Optimization of TRPV6 Calcium Channel Inhibitors Using a 3D Ligand-Based Virtual Screening Method

      Dr. Céline Simonin, Dr. Mahendra Awale, Michael Brand, Dr. Ruud van Deursen, Dr. Julian Schwartz, Dr. Michael Fine, Dr. Gergely Kovacs, Pascal Häfliger, Dr. Gergely Gyimesi, Abilashan Sithampari, Prof. Dr. Roch-Philippe Charles, Prof. Dr. Matthias A. Hediger and Prof. Dr. Jean-Louis Reymond

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507320

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      A pharmacophore similarity algorithm called xLOS was used in combination with chemical synthesis to entirely change the scaffold of a weak, unselective inhibitor of calcium channel TRPV6 to obtain a potent, selective inhibitor. Inhibition of TRPV6 selectively reduced cancer cell growth. This virtual screening method may be generally useful to develop tool compounds for poorly characterized targets.

    13. Metal–Organic Frameworks

      A Robust Infinite Zirconium Phenolate Building Unit to Enhance the Chemical Stability of Zr MOFs

      Dr. Georges Mouchaham, Dr. Lucy Cooper, Dr. Nathalie Guillou, Dr. Charlotte Martineau, Dr. Erik Elkaïm, Dr. Sandrine Bourrelly, Dr. Philip L. Llewellyn, Dr. Clémence Allain, Dr. Gilles Clavier, Dr. Christian Serre and Dr. Thomas Devic

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507058

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      Water-proof MOF: The reaction of ZrIV with 1,2,3-trioxobenzene moieties leads to the formation of a robust chain-like coordination motif. Such a motif is used to rationally build a new metal–organic framework (MOF) which combines a good water sorption capacity together with a high chemical stability in physiologically relevant conditions, outperforming archetypical ZrIV carboxylate MOFs.

    14. Fluoroalkyl Ammonium Salts

      Convenient Access to α-Fluorinated Alkylammonium Salts

      Amanda F. Baxter, Prof. Dr. Karl O. Christe and Prof. Dr. Ralf Haiges

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507177

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      Effing and binding: HF addition across the C[TRIPLE BOND]N triple bonds of various nitriles, and subsequent addition of MF5 (M=As, Sb) yields room-temperature stable α-fluoroalkyl ammonium salts. The cations [HCF2NH3]+, [CF3NH3]+, [CF3CF2NH3]+, [HCF2CF2NH3]+, and [(NH3CF2)2]2+ were prepared and isolated as [AsF6], [SbF6], and [Sb2F11] salts.

    15. Cage Complexes

      Spontaneous Resolution of an Electron-Deficient Tetrahedral Fe4L4 cage

      M. Sc. Pia Bonakdarzadeh, Dr. Fangfang Pan, Dr. Elina Kalenius, Dr. Ondřej Jurček and Acad. Prof. Kari Rissanen

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507295

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      Supramolecular chiral resolution: A highly electron-deficient tetrahedral cage was formed from a stable tris(bipyridyl) ligand and a FeII salt. Crystallization of the racemic CH3OH solution leads to spontaneous resolution of the cages, whereas crystallization from CH3CN does not. The encapsulation of an anionic guest was observed in CH3CN.

    16. Drug Design | Hot Paper

      A General Strategy for Targeting Drugs to Bone

      Dr. Wolfgang Jahnke, Dr. Guido Bold, Dr. Andreas L. Marzinzik, Dr. Silvio Ofner, Xavier Pellé, Dr. Simona Cotesta, Emmanuelle Bourgier, Sylvie Lehmann, Chrystelle Henry, René Hemmig, Dr. Frédéric Stauffer, Dr. J. Constanze D. Hartwieg, Dr. Jonathan R. Green and Dr. Jean-Michel Rondeau

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201507064

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      To the bone: Drugs for bone diseases benefit from targeting to bone. Bone-affinity tags are presented that can be attached to bone-acting drug molecules to make them safer and more efficacious, while retaining desired properties such as cellular permeability and oral bioavailability. This was demonstrated for allosteric inhibitors of farnesyl pyrophosphate synthase.

    17. Platinum Anticancer Drugs

      A Photoactivatable Platinum(IV) Complex Targeting Genomic DNA and Histone Deacetylases

      Prof. Jana Kasparkova, Dr. Hana Kostrhunova, Dr. Olga Novakova, Dr. Radka Křikavová, Dr. Ján Vančo, Prof. Zdeněk Trávníček and Prof. Viktor Brabec

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506533

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      Two-in-one platinum anticancer drugs: The strategies based on simultaneous inhibition of histone deacetylases and DNA damage by platinum drugs induced by light may result in efficient antitumor activity taking advantages of selective and targeted activation in tumor cells.

    18. Protein Modification

      Synthesis and Use of a Phosphonate Amidine to Generate an Anti-Phosphoarginine-Specific Antibody

      Dr. Jakob Fuhrmann, Dr. Venkataraman Subramanian and Prof. Dr. Paul R. Thompson

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506737

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      Arginine phosphorylation: Synthesis of stable phosphoarginine analogues enabled the generation of high-affinity sequence independent anti-phosphoarginine antibodies. These antibodies can be used to directly detect and isolate arginine-phosphorylated proteins.

    19. Controlled Polymerization | Hot Paper

      Clickable Nucleic Acids: Sequence-Controlled Periodic Copolymer/Oligomer Synthesis by Orthogonal Thiol-X Reactions

      Weixian Xi, Dr. Sankha Pattanayak, Chen Wang, Dr. Benjamin Fairbanks, Dr. Tao Gong, Justine Wagner, Prof. Dr. Christopher J. Kloxin and Prof. Dr. Christopher N. Bowman

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506711

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      Click by click: The utilization of orthogonal thiol-X click reactions provides a method for sequence-controlled polymer synthesis. When combined with functional side groups in general and nucleobases in particular, this approach enables the formation of novel, highly functionalized materials in a robust, simple, and scalable manner (Trt=trityl).

    20. DNA Nanomachines

      Binding-Induced DNA Nanomachines Triggered by Proteins and Nucleic Acids

      Prof. Hongquan Zhang, Prof. Maode Lai, Albert Zuehlke, Dr. Hanyong Peng, Prof. Xing-Fang Li and Prof. X. Chris Le

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506312

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      Binding of a target molecule to two ligands brings the swing arm to gold nanoparticle (AuNP) and initiates autonomous, stepwise movement of the swing arm along the three-dimensional DNA tracks on the AuNP surface. The movement of the swing arm, powered by enzymatic cleavage of DNA anchorages, cleaving hundreds of oligonucleotides in response to a single binding event.

    21. Oxidizing Agents

      Hydrogen Peroxide and Dihydroperoxy Propane Adducts of Phosphine Oxides as Stoichiometric and Soluble Oxidizing Agents

      Shin Hye Ahn, Kyle J. Cluff, Dr. Nattamai Bhuvanesh and Prof. Janet Blümel

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201505291

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      Hydrogen peroxide rocks! Dihydroperoxy propane adducts of phosphine oxides, [R3PO(HOO)2CMe2] (R=alkyl, aryl), are obtained as very large single crystals. Despite their oxidative power, the long-term stability of the compounds is high and they are very soluble in organic solvents. These compounds are therefore ideal oxidizing agents that can be applied stoichiometrically in nonaqueous media.

    22. Surface Science

      Water Interaction with Iron Oxides

      Petr Dementyev, Karl-Heinz Dostert, Dr. Francisco Ivars-Barceló, Dr. Casey P. O'Brien, Francesca Mirabella, Prof. Dr. Swetlana Schauermann, Xiaoke Li, Dr. Joachim Paier, Prof. Dr. Joachim Sauer and Prof. Dr. Hans-Joachim Freund

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506439

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      The adsorption of water on Fe3O4 surfaces is experimentally and theoretically investigated. Calorimetric and IR spectroscopy measurements under ultrahigh vacuum conditions combined with state-of-the-art density functional calculations show that adsorbed water molecules on the Fe3O4(111) surface tend to form dimer-like complexes consisting of one intact and one dissociated water molecule (see picture).

    23. Peptide Folding

      Impact of Strand Number on Parallel β-Sheet Stability

      Vanessa M. Kung, Dr. Gabriel Cornilescu and Prof. Samuel H. Gellman

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201506448

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      More strands, more stable: The first experimental model of a triple-stranded parallel β-sheet was designed. Analysis by NMR and circular dichroism spectroscopy offers the first experimental evidence that increasing the number of β-strands, from two to three, increases the stability of the parallel β-sheet.

  6. Reviews

    1. Renewable Feedstock

      Renewable Feedstocks: The Problem of Catalyst Deactivation and its Mitigation

      Prof. Dr. Jean-Paul Lange

      Article first published online: 12 OCT 2015 | DOI: 10.1002/anie.201503595

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      Rising to the challenge: This Review focuses on the main challenges concerning the long-term stability of catalysts for the conversion of bio-based feedstock into fuels and chemicals. Methods have been proposed to achieve this goal. Three main challenges need to be overcome to solve the problem of catalyst deactivation: catalyst fouling, catalyst poisoning, and catalyst destruction.

  7. Communications

    1. Isopolyoxotungstates

      Assembly of Tungsten-Oxide-Based Pentagonal Motifs in Solution Leads to Nanoscale {W48}, {W56}, and {W92} Polyoxometalate Clusters

      Cai-Hong Zhan, Dr. Ross S. Winter, Qi Zheng, Dr. Jun Yan, Dr. Jamie M. Cameron, Dr. De-Liang Long and Prof. Dr. Leroy Cronin

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201506170

      Thumbnail image of graphical abstract

      High nuclearity isopolyoxotungstates (isoPOTs) of formulae [H12W48O164]28−, [H20W56O190]24− and [H12W92O311]58− are made of unique {W21O72} building units containing pentagonal {W(W5)}, {W(W4)}, and {W(W3)} motifs. The growth of these {W21O72} building blocks allows for the formation of large isoPOTs with chiral features.

    2. Molecular Motors

      Synthetic Molecular Motors: Thermal N Inversion and Directional Photoinduced C[DOUBLE BOND]N Bond Rotation of Camphorquinone Imines

      Dr. Lutz Greb, Dr. Andreas Eichhöfer and Prof. Dr. Jean-Marie Lehn

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201506691

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      Naturally simple: The thermal and photochemical E/Z isomerization of camphorquinone-derived imines was studied by a combination of kinetic, structural, and computational methods. Based on these studies of configurational switching in imine derivatives, chiral imines such as camphorquinone-based imines are proposed to be the simplest example of synthetic molecular motors.

    3. Charge Transport Mechanisms

      Charge Tunneling along Short Oligoglycine Chains

      Dr. Mostafa Baghbanzadeh, Dr. Carleen M. Bowers, Dr. Dmitrij Rappoport, Tomasz Żaba, Dr. Mathieu Gonidec, Dr. Mohammad H. Al-Sayah, Prof. Dr. Piotr Cyganik, Prof. Dr. Alan Aspuru-Guzik and Prof. Dr. George M. Whitesides

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201507271

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      Superexchange Tunneling: Self-assembled monolayers (SAMs) of oligoglycines ((Gly)n, n=0–5) are more conductive by tunneling than are SAMs of alkanethiolates. This difference is quantified experimentally and theoretically. Density functional calculations identify the details of the orbitals and electronic couplings involved in superexchange tunneling.

    4. Fluorination

      Intramolecular Fluorocyclizations of Unsaturated Carboxylic Acids with a Stable Hypervalent Fluoroiodane Reagent

      Gemma C. Geary, Prof. Eric G. Hope and Dr. Alison M. Stuart

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201507790

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      All in one: A new class of lactones containing a tertiary alkyl fluoride was prepared in high yields by using a stable fluoroiodane reagent. This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step.

    5. Total Synthesis

      Total Synthesis of Mycalolides A and B through Olefin Metathesis

      Prof. Dr. Masaki Kita, Hirotaka Oka, Akihiro Usui, Tomoya Ishitsuka, Dr. Yuzo Mogi, Hidekazu Watanabe, Masaki Tsunoda and Prof. Dr. Hideo Kigoshi

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201507795

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      From start to finish: An asymmetric total synthesis of the trisoxazole macrolides, mycalolides A and B, is described. The synthesis involves the convergent assembly of C1–C19 trisoxazole and C20–C35 side-chain segments using olefin metathesis and esterification as key steps.

    6. Protonation | Hot Paper

      Syntheses of Isoquinoline and Substituted Quinolines in Charged Microdroplets

      Shibdas Banerjee and Prof. Richard N. Zare

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201507805

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      Microdroplet chemistry: Isoquinolines and quinolines can be synthesized in charged microdroplets during a flight time on the order of a few milliseconds without the addition of external acid as a catalyst. The surface characteristics of the microdroplet are shown to play a critical role in accomplishing these reactions at enhanced rates.

  8. Cover Pictures

    1. You have free access to this content
      Two-Dimensional Boron Monolayers Mediated by Metal Substrates

      Dr. Zhuhua Zhang, Yang Yang, Guoying Gao and Prof. Boris I. Yakobson

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201508993

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      2D boron has been proposed to follow a honeycomb grid when deposited on a metal surface. However, in their Communication (10.1002/anie.201505425), B. I. Yakobson et al. show theoretically that pure boron is the first 2D material that varies its structure depending on the metal substrate: on Cu, Au, or Ag different boron sheets should be formed making it different from 2D graphene or hexagonal boron nitride which have an exclusively honeycomb lattice when deposited on different metal substrates.

  9. Author Profiles

    1. Hideki Yorimitsu

      Article first published online: 9 OCT 2015 | DOI: 10.1002/anie.201508279

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      If I were not a scientist, I would be a diplomat. The most exciting thing about research is one can try many crazy ideas, and some of them turn out to be not so crazy.

  10. News

  11. Communications

    1. Noncanonical Metallo-Base Pairs

      High-Resolution Crystal Structure of Silver(I)-RNA Hybrid Duplex Containing Watson–Crick-like C[BOND]Silver(I)[BOND]C Metallo-Base Pairs

      Dr. Jiro Kondo, Yoshinari Tada, Dr. Takenori Dairaku, Dr. Hisao Saneyoshi, Dr. Itaru Okamoto, Prof. Yoshiyuki Tanaka and Prof. Akira Ono

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507894

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      The high-resolution structures of C[BOND]AgI[BOND]C base pairs in A-form RNA duplexes have been solved. The structural information of the present metallo-base pair together with previously reported T[BOND]HgII[BOND]T base pair widely open the possibility of structure-based design of nucleic-acid-based nanodevices containing the natural metallo-base pairs.

    2. Glycosides

      Interrupted Pummerer Reaction in Latent-Active Glycosylation: Glycosyl Donors with Recyclable and Regenerative Leaving Group

      Penghua Shu, Xiong Xiao, Yueqi Zhao, Yang Xu, Wang Yao, Jinyi Tao, Hao Wang, Prof. Dr. Guangmin Yao, Prof. Dr. Zimin Lu, Prof. Dr. Jing Zeng and Prof. Dr. Qian Wan

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507861

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      Actively latent: An efficient glycosylation enabled by an interrupted Pummerer reaction was successfully achieved. The active glycosyl donor possessing recyclable and regenerative leaving group was obtained from a simple oxidation of corresponding latent precursor. This strategy allowed the total synthesis and structural revision of the natural product leonoside F.

    3. Heterogeneous Catalysis

      You have full text access to this OnlineOpen article
      Ceria–Zirconia Particles Wrapped in a 2D Carbon Envelope: Improved Low-Temperature Oxygen Transfer and Oxidation Activity

      Dr. Eleonora Aneggi, Dr. Veronica Rico-Perez, Prof. Carla de Leitenburg, Prof. Stefano Maschio, Dr. Lluís Soler, Prof. Jordi Llorca and Prof. Alessandro Trovarelli

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507839

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      Soot combustion: The intimate contact of ceria–zirconia particles with a thin carbon layer promoted the transfer of lattice/surface oxygen atoms. The oxidation temperatures of soot were significantly lowered (see picture).

  12. Cover Pictures

    1. You have free access to this content
      X-ray Radiation-Controlled NO-Release for On-Demand Depth-Independent Hypoxic Radiosensitization

      Dr. Wenpei Fan, Prof. Wenbo Bu, Prof. Zhen Zhang, Dr. Bo Shen, Hui Zhang, Dr. Qianjun He, Dr. Dalong Ni, Dr. Zhaowen Cui, Dr. Kuaile Zhao, Dr. Jiwen Bu, Prof. Jiulin Du, Dr. Jianan Liu and Prof. Jianlin Shi

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201508960

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      A nanotheranostic system composed of upconversion nanoparticles (green luminous core) and S-nitrosothiol-grafted mesoporous silica (blue shell) for NO delivery to tumors is described by W. Bu, J. Shi et al. in their Communication (DOI: 10.1002/anie.201504536). Upon deep-penetrating high-energy X-ray irradiation (shown as a beam of purple light) the low-energy S[BOND]N bond within the SNO group is cleaved to release NO molecules (shown as bubbles) in a controlled manner, thus providing a method for disrupting deep-seated tumors based on radiosensitization of NO.

  13. Communications

    1. Adductomics

      Ultrasensitive Direct Quantification of Nucleobase Modifications in DNA by Surface-Enhanced Raman Scattering: The Case of Cytosine

      Judit Morla-Folch, Dr. Hai-nan Xie, Patricia Gisbert-Quilis, Dr. Sara Gómez-de Pedro, Dr. Nicolas Pazos-Perez, Prof. Dr. Ramon A. Alvarez-Puebla and Dr. Luca Guerrini

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507682

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      Chasing nucleobase variants: Direct, label-free high-throughput SERS analysis in combination with chemometrics and microfluidics enables the detection and quantification of different cytosine modifications in both single and double-stranded DNA sequences. The minute amount of DNA required per measurement, in the sub-nanogram regime, removes the necessity of pre-amplification or enrichment steps.

    2. Photodynamic Therapy | Very Important Paper

      Highly Charged Ruthenium(II) Polypyridyl Complexes as Lysosome-Localized Photosensitizers for Two-Photon Photodynamic Therapy

      Huaiyi Huang, Dr. Bole Yu, Dr. Pingyu Zhang, Juanjuan Huang, Dr. Yu Chen, Prof. Dr. Gilles Gasser, Prof. Liangnian Ji and Prof. Dr. Hui Chao

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507800

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      Very positive: The title complexes can be used for two-photon photodynamic therapy (PDT). They selectively accumulate in lysosomes through endocytosis and exhibit high phototoxicity against 2D monolayer cancer cells and 3D multicellular tumor spheroids upon two-photon laser irradiation.

    3. Asymmetric Synthesis

      Stereodefined Acyclic Polysubstituted Silyl Ketene Aminals: Asymmetric Formation of Aldol Products with Quaternary Carbon Stereocenters

      Dr. Zackaria Nairoukh and Prof. Dr. Ilan Marek

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507209

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      Diastereomeric ratios up to >98:2:0:0 can be obtained when stereodefined disubstituted silyl ketene aminals are used in Mukaiyama aldol reactions with aliphatic aldehydes to give highly selectively aldol products 1 with a quaternary carbon stereocenter α to the carbonyl group. The silyl ketene aminals are synthesized by a selective combined carbometalation–oxidation–silylation reaction.

    4. Non-Innocent Ligands

      Tripyrrindione as a Redox-Active Ligand: Palladium(II) Coordination in Three Redox States

      Ritika Gautam, Dr. Jonathan J. Loughrey, Dr. Andrei V. Astashkin, Prof. Dr. Jason Shearer and Prof. Dr. Elisa Tomat

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507302

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      The positive, the negative and the radical: The tripyrrin-1,14-dione scaffold of urinary pigment uroerythrin coordinates divalent palladium as a planar tridentate ligand. The resulting complex presents a ligand-based radical and is stable at room temperature. One-electron oxidation and reduction reactions lead to the characterization of a series of three PdII complexes featuring this ligand framework in three redox states.

    5. Hybrid Aerogels

      Strong, Thermally Superinsulating Biopolymer–Silica Aerogel Hybrids by Cogelation of Silicic Acid with Pectin

      Dr. Shanyu Zhao, Dr. Wim J. Malfait, Dr. Arnaud Demilecamps, Dr. Yucheng Zhang, Dr. Samuel Brunner, Lukas Huber, Dr. Philippe Tingaut, Dr. Arnaud Rigacci, Dr. Tatiana Budtova and Dr. Matthias M. Koebel

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507328

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      The reinforcement of silica aerogels with pectin leads to hybrid materials with superior hydrophobic, thermal, and mechanical behavior. Their structural and physical properties can be tuned by adjusting the gelation pH and pectin concentration. The structural reinforcement correlates with a change in morphology towards mechanically more favorable neck-free structures.

    6. Explosives

      From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions

      Dr. Ping Yin and Prof. Dr. Jean'ne M. Shreeve

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507456

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      More N, more stable: The introduction of N-nitro and N-nitroamino functionalities in 1,2,4-triazoles was investigated. Comparative energetic measurements show that the N-nitroamino analogues, functionalized with additional nitrogen-rich anions and cations as energetic buffers, possess superior energetic performance and enhanced stability.

    7. Hydrocarbons

      Dipolar Quinoidal Acene Analogues as Stable Isoelectronic Structures of Pentacene and Nonacene

      Xueliang Shi, Weixiang Kueh, Dr. Bin Zheng, Prof. Kuo-Wei Huang and Prof. Chunyan Chi

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201507573

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      New arrivals on the ‘cene‘: Two dipolar quinoidal acene analogues were synthesized and they exhibit good solubility and high stability. They display distinctively different physical properties from the acene counterparts because of their closed-shell quinoidal structure with a dipolar character in the ground state. Unique packing structures were observed in single-crystal forms.

    8. Transport Processes

      Transport in Nanoporous Materials Including MOFs: The Applicability of Fick’s Laws

      Tobias Titze, Alexander Lauerer, Dr. Lars Heinke, Dr. Christian Chmelik, Dr. Nils E. R. Zimmermann, Prof. Frerich J. Keil, Prof. Douglas M. Ruthven and Prof. Jörg Kärger

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506954

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      No more diffusion confusion: Although the elementary steps of molecular propagation in nanoporous materials may be quite intricate, overall mass transfer in the individual particles generally follows the simple Fickian laws of diffusion. Even in a complex system, the diffusion coefficient is a well-defined quantity and the addition of qualifiers such as “effective”, “seeming”, or “apparent” is unnecessary and even misleading.

    9. Low-Coordinate Complexes

      Synthesis and Reactivity of a Neutral, Three-Coordinate Platinum(II) Complex Featuring Terminal Amido Ligation

      Colin M. Kelly, Doo-Hyun Kwon, Dr. Michael J. Ferguson, Dr. Steven M. Bischof, Dr. Orson L. Sydora, Prof. Dr. Daniel H. Ess, Prof. Dr. Mark Stradiotto and Prof. Dr. Laura Turculet

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506871

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      How low can you go? A formally 14 electron PtII complex featuring terminal amido ligation was isolated and characterized crystallographically (see scheme; 1-Ad=1-adamantyl). A combination of stoichiometric reactivity studies and computational analysis confirmed the viability of net O[BOND]H and C[BOND]H addition across, as well as isonitrile insertion into, the terminal platinum–amido linkage of this unusual low-coordinate complex.

    10. Gas-Phase Chemistry

      Iron-Promoted C[BOND]C Bond Formation in the Gas Phase

      Dr. Anna Troiani, Prof. Dr. Marzio Rosi, Dr. Stefania Garzoli, Chiara Salvitti and Prof. Dr. Giulia de Petris

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506932

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      Ion–molecule reactions: A remarkable reorganization occured in iron-containing cations under ambient conditions. Fast and effective carbon–chlorine activation and carbon–carbon coupling was observed in gas-phase mixtures containing ferrocene and dichloromethane, through reaction intermediates (see picture) that eventually extrude the iron giving ferrous chloride.

    11. Protein Dimerization

      Rational Structure-Based Design of Bright GFP-Based Complexes with Tunable Dimerization

      Majid Eshaghi, Guangyu Sun, Andreas Grüter, Chiew Ling Lim, Yuemin Celina Chee, Gregor Jung, Ralf Jauch, Thorsten Wohland and Swaine L. Chen

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506686

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      The “vGFP strategy” enables control of dimerization for GFP and other proteins while enhancing fluorescence, acid resistance, and redox robustness. The new vsfGFP variants are drop-in replacements for nearly all GFP applications and provide 50–200 % increased brightness. The vGFP strategy should generalize to enable controlled dimerization for directed improvement of arbitrary proteins.

    12. Supramolecular Chirality

      Controlled Handedness of Twisted Lamellae in Banded Spherulites of Isotactic Poly(2-vinylpyridine) as Induced by Chiral Dopants

      Dr. Tao Wen, Han-Yun Shen, Hsiao-Fang Wang, Yung-Cheng Mao, Dr. Wei-Tsung Chuang, Prof. Jing-Cherng Tsai and Prof. Rong-Ming Ho

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506186

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      Not just a pretty pattern: The handedness of twisted lamellae in the banded spherulites of isotactic poly(2-vinylpyridine) (iP2VP) was controlled by the crystallization of iP2VP with chiral dopants (see polarized-light micrographs). Hexahydromandelic acid (HMA) induced circular dichroism in iP2VP. The mirror-image CD spectra observed with (R)- and (S)-HMA suggest homochiral evolution from conformational to hierarchical chirality in this system.

    13. Synthetic Methods

      Asymmetric [3+2] Annulation Approach to 3-Pyrrolines: Concise Total Syntheses of (−)-Supinidine, (−)-Isoretronecanol, and (+)-Elacomine

      Isaac Chogii and Prof. Dr. Jon T. Njardarson

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201506559

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      Caught in a trap: In the title reaction deprotonated ethyl 4-bromocrotonate is selectively trapped with Ellman imines, at the α-position, to yield enantiopure 3-pyrroline products. The efficacy of the method is showcased by short asymmetric total syntheses of (−)-supinidine, (−)-isoretronecanol, and (+)-elacomine (see scheme).

    14. Topochemical Polymerization

      Synthesis of the Stable Ordered Conjugated Polymer Poly(dibromodiacetylene) from an Explosive Monomer

      Hongjian Jin, Christopher N. Young, Gary P. Halada, Brian L. Phillips and Prof. Nancy S. Goroff

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201504713

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      Defusing: The reactivity of highly unstable dibromobutadiyne can be controlled by forming cocrystals with oxalamides at low temperature. Topochemical polymerization of dibromobutadiyne monomers leads to the first conjugated polymer containing bromine substituents on the backbone.

    15. Photocatalysts

      Heterophase Photocatalysts from Water-Soluble Conjugated Polyelectrolytes: An Example of Self-Initiation under Visible Light

      Saman Ghasimi, Dr. Simon Prescher, Zi Jun Wang, Prof. Katharina Landfester, Dr. Jiayin Yuan and Dr. Kai A. I. Zhang

      Article first published online: 8 OCT 2015 | DOI: 10.1002/anie.201505325

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      Photoactive polymer-based nanoparticles and porous materials were formed by the side-product- and surfactant-free self-initiated cross-linking of a conjugated polymer bearing vinylimidazolium side groups. The polymer acts as both a photosensitizer and a stabilizer for colloidal systems. The obtained cross-linked polymers serve as efficient, recyclable, cost-effective heterogeneous photocatalysts under visible-light irradiation.

    16. Single-Molecule Studies

      Controlling Electrical Conductance through a π-Conjugated Cruciform Molecule by Selective Anchoring to Gold Electrodes

      Cancan Huang, Dr. Songjie Chen, Kristian Baruël Ørnsø, David Reber, Masoud Baghernejad, Dr. Yongchun Fu, Prof. Thomas Wandlowski, Prof. Silvio Decurtins, Dr. Wenjing Hong, Prof. Kristian Sommer Thygesen and Dr. Shi-Xia Liu

      Article first published online: 7 OCT 2015 | DOI: 10.1002/anie.201506026

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      Singled out: For the first time, it has been demonstrated that two distinct charge-transport pathways, through a cruciform molecule at the single-molecule level, can be tuned by chemically controlling the anchoring sites. Upon in situ cleavage of the triisopropylsilyl group, complete conversion from the N[BOND]Au junctions to C[BOND]Au junctions is achieved with a conductance increase of more than one order of magnitude. TBAF=tetra-n-butylammonium fluoride.

    17. Catalytic H2 Production

      Development of a Dinitrosyl Iron Complex Molecular Catalyst into a Hydrogen Evolution Cathode

      Dr. Tzung-Wen Chiou, Prof. Tsai-Te Lu, Ying-Hao Wu, Yi-Ju Yu, Prof. Li-Kang Chu and Prof. Wen-Feng Liaw

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201508351

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      From complex to cathode: Dinitrosyl iron complex-deposited electrodes feature smaller Tafel slope than platinum electrodes in 1 M KCl, as well as exceptional longevity for electrocatalytic H2-generation. This approach opens the door for adapting other molecular catalysts into solid-state cathodes.

    18. CO2 Sorption

      Direct Air Capture of CO2 by Physisorbent Materials

      Amrit Kumar, Dr. David G. Madden, Dr. Matteo Lusi, Dr. Kai-Jie Chen, Emma A. Daniels, Dr. Teresa Curtin, Dr. John J. Perry IV and Prof. Dr. Michael J. Zaworotko

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506952

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      Five benchmark materials are investigated for their ability to adsorb CO2 directly from air. It is found that physisorbents can compete with chemisorbents with respect to CO2/N2 selectivity but direct air capture (DAC) performance is mitigated because of competition with water vapor. Optimizing pore size and pore chemistry in the presence of water vapor must be further addressed if physisorbents are to compete with chemisorbents.

    19. Luminogens

      Unusual Aggregation-Induced Emission of a Coumarin Derivative as a Result of the Restriction of Intramolecular Twisting Motion

      Fan Bu, Ruihong Duan, Yujun Xie, Dr. Yuanping Yi, Dr. Qian Peng, Dr. Rongrong Hu, Prof. Anjun Qin, Prof. Zujin Zhao and Prof. Ben Zhong Tang

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506782

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      Let’s twist again (in solution): The restriction of intramolecular twisting was shown experimentally and computationally to be the underlying mechanism for the aggregation-induced emission of a coumarin derivative. A large aliphatic ring promoted out-of-plane twisting of the molecular backbone in solution and thus nonradiative excited-state decay, whereas the restriction of this motion in aggregates led to strong fluorescence (see picture).

    20. Cycloaddition

      Regulatory Mechanism of the Enantioselective Intramolecular Enone [2+2] Photocycloaddition Reaction Mediated by a Chiral Lewis Acid Catalyst Containing Heavy Atoms

      Dr. Hongjuan Wang, Dr. Xiaoyan Cao, Prof. Xuebo Chen, Prof. Weihai Fang and Prof. Michael Dolg

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201505931

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      Going for a spin: Ab initio calculations at the CASPT2//CASSCF level of theory show that the enantioselective enone [2+2] photocycloaddition (PCA) reaction is predominantly controlled by an enhanced spin–orbit coupling of the heavy atoms in the chiral Lewis acid catalyst. These mechanistic insights provide useful benchmarks for further studies of PCA reactions mediated by Lewis acids

    21. Amyloid

      Delineating the Role of Helical Intermediates in Natively Unfolded Polypeptide Amyloid Assembly and Cytotoxicity

      Carole Anne De Carufel, Noé Quittot, Phuong Trang Nguyen and Prof. Steve Bourgault

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507092

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      Amyloid formation resulting from the self-assembly of natively unfolded polypeptide was studied by means of a conformationally restricted derivative that co-assembles with the native peptide. Preventing islet amyloid polypeptide helical folding enhanced its amyloidogenecity in presence of anionic biosurfaces and potentiated its toxicity towards pancreatic β-cells.

    22. NMR Spectroscopy | Very Important Paper

      2D NMR Trace Analysis by Continuous Hyperpolarization at High Magnetic Field

      Nan Eshuis, Ing. Ruud L. E. G. Aspers, Bram J. A. van Weerdenburg, Dr. Martin C. Feiters, Prof. Dr. Floris P. J. T. Rutjes, Prof. Dr. Sybren S. Wijmenga and Dr. Marco Tessari

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507831

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      NMR trace analysis: Continuous hyperpolarization at high magnetic field is employed for the investigation of dilute analytes through their two-dimensional NMR correlations with para-H2-derived hydrides (see picture). The combination of 2D NMR resonance dispersion and para-H2-induced signal enhancement allows detection and quantification of nanomolar concentrations in complex mixtures.

    23. Chirality

      Disappearing Enantiomorphs: Single Handedness in Racemate Crystals

      Dr. Manfred Parschau and Prof. Dr. Karl-Heinz Ernst

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507590

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      You’d better be on top! Racemic heptahelicene crystallizes into multilayered enantiomorphs in a homochiral-layer-by-homochiral-layer fashion on a Cu(111) surface (see picture). A small enantiomeric excess suppresses the formation of one enantiomorph and sends the minor enantiomer into the second layer, while the major enantiomer claims the bottom layer. Such enantiospecific dewetting of a metal surface is a new form of mirror-symmetry breaking.

    24. Electrocatalysts

      Metallic Co4N Porous Nanowire Arrays Activated by Surface Oxidation as Electrocatalysts for the Oxygen Evolution Reaction

      Pengzuo Chen, Kun Xu, Zhiwei Fang, Yun Tong, Junchi Wu, Xiuli Lu, Xu Peng, Hui Ding, Prof. Changzheng Wu and Prof. Yi Xie

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506480

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      Metallic Co4N porous nanowire arrays activated by surface oxidation are shown to be highly efficient OER electrocatalysts. Benefiting from multiple synergistic effects of metallic character, 1D porous nanowire structure, and unique 3D electrode configuration, Co4N NW/CC achieves the best OER performance among well-developed Co-based electrocatalysts to date.

    25. Redox Chemistry

      Nitrene Insertion into C[BOND]C and C[BOND]H Bonds of Diamide Diimine Ligands Ligated to Chromium and Iron

      Spencer P. Heins, Wesley D. Morris, Prof. Peter T. Wolczanski, Emil B. Lobkovsky and Prof. Thomas R. Cundari

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507463

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      Who’s your dadi? The implementation of a redox non-innocent diamide diimine (dadi)n chelate enables intramolecular C[BOND]C and C[BOND]H nitrene insertion reactions. The reaction depends on the type of azide precursor used.

    26. Superabsorbers

      Wrinkled Graphene Monoliths as Superabsorbing Building Blocks for Superhydrophobic and Superhydrophilic Surfaces

      Li-Bing Lv, Tian-Lu Cui, Bing Zhang, Hong-Hui Wang, Prof. Xin-Hao Li and Prof. Jie-Sheng Chen

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507074

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      Rapid changes: Superabsorbing graphene monoliths with wrinkled surfaces were dispersed in water or other common solvents to obtain paintable inks for constructing rough surfaces on arbitrary substrates. These surfaces are either superhydrophobic or superhydrophilic depending on the adsorbed layer (air and water, respectively) and can be reversibly switched simply by prewetting with ethanol and drying in air.

    27. Metal–Organic Capsules

      An Autocatalytic System of Photooxidation-Driven Substitution Reactions on a FeII4L6 Cage Framework

      Dr. Prakash P. Neelakandan, Dr. Azucena Jiménez, Prof. John D. Thoburn and Prof. Jonathan R. Nitschke

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201507045

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      Sensitive operation: The incorporation of oxidizable (methylthio)aniline residues in FeII4L6 cages comprising 1O2-sensitizing groups and dynamic-covalent imine bonds led to a system where photooxidation became autocatalytic: transformation of methylthio groups into sulfoxides renders the aniline residues electron-deficient enough for them to be displaced by iodoanilines, generating a better photocatalyst and accelerating the reaction.

    28. Vesicle Fusion | Hot Paper

      Accelerating SNARE-Mediated Membrane Fusion by DNA–Lipid Tethers

      Dr. Weiming Xu, Jing Wang, Prof. James E. Rothman and Dr. Frédéric Pincet

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506844

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      A non-fusogenic DNA–lipid mimic of tethering factors was developed that significantly stimulates SNARE-mediated lipid mixing. Using linkers with various length, two bridged membranes are kept within controlled distance (see picture; SUV=small unilamellar vesicle). The DNA–lipid tethers can be applied to regulate other biological processes where capturing and bridging of two membranes are the prerequisites for protein function.

    29. Homogeneous Hydrogenation

      Diverting Hydrogenations with Wilkinson's Catalyst towards Highly Reactive Rhodium(I) Species

      Dr. Jesus E. Perea-Buceta, Dr. Israel Fernández, Dr. Sami Heikkinen, Dr. Kirill Axenov, Dr. Alistair W. T. King, Teemu Niemi, Dr. Martin Nieger, Prof. Markku Leskelä and Prof. Timo Repo

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506216

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      When Barton met Wilkinson: The simple addition of catalytic amounts of a strong Barton base to the well-known hydrogenation reaction promoted by Wilkinson's catalyst leads to a significant amplification of the reactivity. This reactivity is due to the formation of highly active rhodium(I) monohydride species.

    30. Nanocrystal Growth

      The Unexpected Influence of Precursor Conversion Rate for III–V Quantum Dots

      Daniel Franke, Dr. Daniel K. Harris, Lisi Xie, Prof. Klavs F. Jensen and Prof. Moungi G. Bawendi

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201505972

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      It’s different: Experimental results for II–VI and IV–VI quantum dots (QDs) imply that the rate of precursor conversion during QD synthesis plays a key role for controlling QD size and size distribution. While these results agree with predictions from kinetic growth models, the current study shows that precursor chemistry and conversion rates have a much weaker influence on the growth of III–V nanocrystals.

    31. Nanobubble Assembly

      Stable Encapsulated Air Nanobubbles in Water

      Yu Wang, Guojun Liu, Heng Hu, Terry Yantian Li, Amer M. Johri, Xiaoyu Li and Jian Wang

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201505817

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      The encapsulation and characterization of air nanobubbles by fluorinated polymers is described. The encapsulated air bubbles are echogenic and display significantly greater stability to sonication compared to commercially available microcapsules. Such features may open the door to applications in diagnostics and drug-delivery.

    32. Organometallic Emitters

      Luminescent (N^C^C)-Gold(III) Complexes: Stabilized Gold(III) Fluorides

      Roopender Kumar, Dr. Anthony Linden and Prof. Dr. Cristina Nevado

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201505533

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      (N^C^C)-Gold(III) complexes have been prepared enabling the isolation of the corresponding gold(III)-fluorides in monomeric, easy-to-handle, bench-stable form by a Cl/F ligand-exchange reaction. These complexes present improved photophysical properties paving the way for the design of new late-transition metal based OLEDs.

    33. Nanoparticle Synthesis

      You have full text access to this OnlineOpen article
      Polymer Cages as Universal Tools for the Precise Bottom-Up Synthesis of Metal Nanoparticles

      Ziyin Fan, Dr. Xuelian Chen, Melissa Köhn Serrano, Dr. Holger Schmalz, Dr. Sabine Rosenfeldt, Prof. Dr. Stephan Förster, Prof. Dr. Seema Agarwal and Prof. Dr. Andreas Greiner

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506415

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      Being cagey: Polymer cages with sulfur moieties prepared by the “grafting-around” method were used as templates for the precise and size-controlled bottom-up synthesis of metal nanoparticles. In contrast to the use of block copolymers as ligands for nanoparticles, the polymer cages exhibited the capacity for controlled nanoparticle encapsulation, which enabled their use as ideal templates for nanoparticles.

    34. Artificial Ion Channels

      Highly Selective Artificial Cholesteryl Crown Ether K+-Channels

      Dr. Zhanhu Sun, Dr. Mihail Barboiu, Dr. Yves-Marie Legrand, Eddy Petit and Dr. Alexandru Rotaru

      Article first published online: 6 OCT 2015 | DOI: 10.1002/anie.201506430

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      Crown ether ion channels: High selectivity for K+ translocation through the artificial macrocycle channels is reminiscent of the conductance states of natural KcsA channels. It relates to the macrocycles-binding ability surrounding the K+ cations in a similar manner to the water molecules around the hydrated cation in water.

    35. Hydrogen-Evolution Reaction | Hot Paper

      Porous Molybdenum-Based Hybrid Catalysts for Highly Efficient Hydrogen Evolution

      Dr. Yu-Jia Tang, Dr. Min-Rui Gao, Dr. Chun-Hui Liu, Prof. Shun-Li Li, Prof. Hai-Long Jiang, Prof. Ya-Qian Lan, Prof. Min Han and Prof. Shu-Hong Yu

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201505691

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      Nanocomposite catalyst: A novel Mo-based catalyst for the hydrogen-evolution reaction has been synthesized by directly carbonizing a composite obtained from polyoxometalate-based metal–organic frameworks and graphene oxide at a relatively low temperature. The Mo-based catalyst exhibits a positive onset potential, low Tafel slope, high exchange current density, and long-term stability for the hydrogen-evolution reaction in acidic media.

    36. RNA Chemistry

      You have full text access to this OnlineOpen article
      Copying of RNA Sequences without Pre-Activation

      Dipl.-Chem. Mario Jauker, Dipl.-Chem. (FH) Helmut Griesser and Prof. Clemens Richert

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201506592

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      Copying of RNA without a chemist: Ribonucleotides are incorporated efficiently at the terminus of a growing RNA strand in enzyme-free, template-directed fashion under “general condensation conditions”.

    37. You have full text access to this OnlineOpen article
      Spontaneous Formation of RNA Strands, Peptidyl RNA, and Cofactors

      Dipl.-Chem. Mario Jauker, Dipl.-Chem. (FH) Helmut Griesser and Prof. Clemens Richert

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201506593

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      The peptidyl RNA world: RNA strands, peptidyl RNAs, and cofactors emerge spontaneously, without chemical pre-activation, when solutions of building blocks are exposed to condensation conditions.

    38. Protein Labeling

      Redesign of a Fluorogenic Labeling System To Improve Surface Charge, Brightness, and Binding Kinetics for Imaging the Functional Localization of Bromodomains

      Dr. Yuichiro Hori, Shinya Hirayama, Motoki Sato and Prof. Kazuya Kikuchi

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201506935

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      Just a minute … Rapid high-contrast imaging of intracellular proteins was made possible by a PYP-tag labeling system. By surface-charge engineering of the PYP-tag and the pKa-based design of a fluorogenic probe, the labeling kinetics and brightness of the probe were significantly enhanced (see picture). The labeling system was used to detect the bromodomain–acetylhistone interaction and its disruption by a bromodomain inhibitor.

    39. Vaccine Scaffolds

      An Epitope-Specific Respiratory Syncytial Virus Vaccine based on an Antibody Scaffold

      Xiaozhou Luo, Dr. Tao Liu, Dr. Ying Wang, Dr. Haiqun Jia, Yuhan Zhang, Dawna Caballero, Dr. Juanjuan Du, Dr. Rongsheng E. Wang, Dr. Danling Wang, Prof.Dr. Peter G. Schultz and Dr. Feng Wang

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201507928

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      Vaccine scaffolds based on antibody-epitope fusions: Fusion of a virus-neutralizing epitope (green) into the complementarity-determining region (CDR) or constant loops of an immunoglobulin provides a strategy for generating epitope-focused vaccines.

    40. Nanowire Synthesis

      Silica Nanowires Templated by Amyloid-like Fibrils

      Zahraa S. Al-Garawi, Julian R. Thorpe and Prof. Louise C. Serpell

      Article first published online: 5 OCT 2015 | DOI: 10.1002/anie.201508415

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      Fibrillar peptide nanowire templates: Amyloid fibrils form silica nanowires with a peptidic core. By varying key residues within a known peptide sequence, lysine and arginine residues are shown to be necessary for templating silica nanowire assembly.

    41. Silanes

      Chemoselective Alkene Hydrosilylation Catalyzed by Nickel Pincer Complexes

      Ivan Buslov, Jeanne Becouse, Simona Mazza, Mickael Montandon-Clerc and Prof. Dr. Xile Hu

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201507829

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      High turnover: Well-defined bis(amino)amide nickel pincer complexes are efficient catalysts for anti-Markovnikov hydrosilylation of terminal alkenes. The turnover frequencies are up to 83 000 per hour and turnover numbers are up to 10 000. The C[DOUBLE BOND]C bonds of alkenes containing amino, ester, amido, ketone, and formyl groups are selectively hydrosilylated.

    42. Main-Group-Element Polymers

      You have full text access to this OnlineOpen article
      Metal-Free Addition/Head-to-Tail Polymerization of Transient Phosphinoboranes, RPH-BH2: A Route to Poly(alkylphosphinoboranes)

      Christian Marquardt, Dr. Titel Jurca, Dr. Karl-Christian Schwan, Dr. Andreas Stauber, Dr. Alexander V. Virovets, Dr. George R. Whittell, Prof. Dr. Ian Manners and Prof. Dr. Manfred Scheer

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201507084

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      Mild thermolysis of Lewis base stabilized phosphinoborane monomers provides a convenient new route to oligo- and polyphosphinoboranes. The polymerization appears to proceed by the addition/head-to-tail polymerization of short-lived phosphinoborane monomers. This method offers access to high-molar-mass poly(alkylphosphinoboranes), which are currently inaccessible by transition-metal-catalyzed routes.

    43. Magnetic Resonance Imaging

      A EuII-Containing Cryptate as a Redox Sensor in Magnetic Resonance Imaging of Living Tissue

      Levi A. Ekanger, Prof. Lisa A. Polin, Dr. Yimin Shen, Prof. E. Mark Haacke, Dr. Philip D. Martin and Prof. Matthew J. Allen

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201507227

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      EuII goes in vivo: Solid- and solution-phase characterization of the coordination environment of a europium(II)-containing cryptate are presented. This complex is employed in the measurement of the first in vivo images of contrast enhancement provided by a EuII-based contrast agent for magnetic resonance imaging.

    44. Biosensors | Very Important Paper

      Photocatalytically Renewable Micro-electrochemical Sensor for Real-Time Monitoring of Cells

      Jia-Quan Xu, Yan-Ling Liu, Qian Wang, Huan-Huan Duo, Xin-Wei Zhang, Dr. Yu-Tao Li and Prof. Wei-Hua Huang

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201507354

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      No electrode fouling: A versatile and efficient strategy based on photocatalytic cleaning is proposed for construction of a renewable electrochemical sensor used for cell analysis. The electrode was composed of TiO2 nanoparticles wrapped by a reduced graphene oxide membrane and decorated by gold nanoparticles. The electrode was successfully used for biosensing at single-cell level.

    45. Photocatalysis

      Theoretical Design and Experimental Realization of Quasi-Single Electron Enhancement in Plasmonic Catalysis

      Dr. Jiale Wang, Dr. Tiago V. Alves, Dr. Fabiane J. Trindade, Caroline B. de Aquino, Joana C. Pieretti, Prof. Sergio H. Domingues, Prof. Romulo A. Ando, Prof. Fernando R. Ornellas and Prof. Pedro H. C. Camargo

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201507807

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      Add an extra electron! Under proper conditions, the static electric field induced by a single electron may become comparable to the electric-field intensities due to the surface plasmon resonance (SPR) excitation in plasmonic nanoparticles. By combining theoretical and experimental design, the effect of a quasi-single electron on the near-field optical properties and SPR-mediated catalytic activities of Ag nanospheres was investigated.

    46. Paraffin Separation

      Ultra-Tuning of the Rare-Earth fcu-MOF Aperture Size for Selective Molecular Exclusion of Branched Paraffins

      Ayalew H. Assen, Dr. Youssef Belmabkhout, Dr. Karim Adil, Dr. Prashant M. Bhatt, Dr. Dong-Xu Xue, Hao Jiang and Prof. Mohamed Eddaoudi

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506345

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      That's about the size of it: Isoreticular chemistry has permitted the deliberate design and construction of a new rare-earth (RE) fcu-MOF with suitable aperture size for the total separation of branched paraffins from normal paraffins.

    47. TiO2 Electrodes

      TiO2 Microboxes with Controlled Internal Porosity for High-Performance Lithium Storage

      Xuehui Gao, Gaoran Li, Yangyang Xu, Prof. Zhanglian Hong, Dr. Chengdu Liang and Prof. Zhan Lin

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506357

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      TiO2 microboxes demonstrate controlled internal porosity in the electrode for high-performance lithium ion batteries, which show superior lithium storage properties with a capacity of 187 mAh g−1 after 300 cycles at 1 C and good rate capabilities up to 20 C.

    48. Xenon Compounds

      Perovskites with the Framework-Forming Xenon

      Prof. Sergey N. Britvin, Dr. Sergei A. Kashtanov, Dr. Maria G. Krzhizhanovskaya, Dr. Andrey A. Gurinov, Dr. Oleg V. Glumov, Dr. Stanislav Strekopytov, Dr. Yury L. Kretser, Prof. Anatoly N. Zaitsev, Prof. Nikita V. Chukanov and Prof. Sergey V. Krivovichev

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506690

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      Xenon, the noble gas, can play the role of a framework-forming element in inorganic compounds, as is illustrated by the synthesis of a new family of double perovskites KM(XeNaO6) (M=Ca, Sr, Ba). The ability of xenon(VIII) to incorporate into stable inorganic frameworks might inspire new insights into the chemistry of this element as a crystal–chemical counterpart of group 4–5 transition metals: titanium, niobium, and tantalum.

    49. Hydrogen Production

      Stable Co-Catalyst-Free Photocatalytic H2 Evolution From Oxidized Titanium Nitride Nanopowders

      Xuemei Zhou, Eva M. Zolnhofer, Nhat Truong Nguyen, Dr. Ning Liu, Prof.Dr. Karsten Meyer and Prof.Dr. Patrik Schmuki

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506797

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      Thermal oxidization of TiN nanopowder can lead to an anatase phase of a photocatalyst capable of hydrogen evolution. The photocatalyst provides activity for hydrogen evolution under AM1.5 conditions, without the use of a noble metal co-catalyst, and is stable over extended periods of time.

    50. Dual Catalysis

      Stereodivergent Dual Catalytic α-Allylation of Protected α-Amino- and α-Hydroxyacetaldehydes

      Tobias Sandmeier, Simon Krautwald, Hannes F. Zipfel and Prof. Dr. Erick M. Carreira

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506933

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      Be selective: Ir-catalyzed allylic substitution of racemic allylic alcohols with chiral enamines generated in situ enables the fully stereodivergent α-allylation of protected α-amino- and α-hydroxyacetaldehydes. The method furnishes α-N/O-substituted γ,δ-unsaturated aldehydes in good yields and with excellent enantioselectivities. Phth=phthalimide; cod=1,5-cyclooctadiene; Ts=p-toluenesulfonyl; DCE=1,2-dichloroethane.

    51. CO2 Reduction

      Striking Differences in Properties of Geometric Isomers of [Ir(tpy)(ppy)H]+: Experimental and Computational Studies of their Hydricities, Interaction with CO2, and Photochemistry

      Dr. Komal Garg, Dr. Yasuo Matsubara, Dr. Mehmed Z. Ertem, Dr. Anna Lewandowska-Andralojc, Dr. Shunsuke Sato, Dr. David J. Szalda, Dr. James T. Muckerman and Dr. Etsuko Fujita

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201506961

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      Two geometric isomers of [Ir(tpy)(ppy)H]+ were prepared and their ground- and excited-state properties towards reaction with CO2, as well as their hydricities, were characterized using experimental and computational methods.

    52. Oxygen Reduction Reaction

      Metallocorroles as Nonprecious-Metal Catalysts for Oxygen Reduction

      Dr. Naomi Levy, Dr. Atif Mahammed, Dr. Monica Kosa, Prof. Dr. Dan T. Major, Prof. Dr. Zeev Gross and Dr. Lior Elbaz

      Article first published online: 2 OCT 2015 | DOI: 10.1002/anie.201505236

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      Money-saving measures: A series of first-row transition-metal corroles were investigated as electrocatalysts for the oxygen reduction reaction (ORR). The best catalytic performance was obtained for the CoIII corrole, which had an onset potential of 0.81 V versus the reversible hydrogen electrode (RHE), comparable to the performance of precious-metal catalysts used by the fuel-cell industry. Br red, N dark blue, C light blue.

  14. Book Reviews

    1. Basics of Flow Microreactor Synthesis. SpringerBriefs in Molecular Sciences Series. By Jun-ichi Yoshida.

      Timothy Noël

      Article first published online: 1 OCT 2015 | DOI: 10.1002/anie.201508143

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      Springer, 2015. 108 pp., softcover, € 52.99.—ISBN 978-4431555131