Angewandte Chemie International Edition

Cover image for Vol. 55 Issue 20

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. Metal–Organic Framework Composites

      Polydimethylsiloxane Coating for a Palladium/MOF Composite: Highly Improved Catalytic Performance by Surface Hydrophobization

      Gang Huang, Qihao Yang, Prof. Dr. Qiang Xu, Prof. Dr. Shu-Hong Yu and Prof. Dr. Hai-Long Jiang

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201600497

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      Hydrophobic Visions: Surface hydrophobization of Pd/UiO-66, a composite of a metal–organic framework (MOF) and stabilized palladium nanoparticles, was realized using a simple polydimethylsiloxane (PDMS) coating. The resultant Pd/UiO-66@PDMS composite exhibits superior catalytic activity and recyclability compared to pristine Pd/UiO-66, and additional selectivity in sieving reactants with different wettability. This approach is extendable to various Pd-based catalysts.

    2. Chemical Imaging

      You have full text access to this OnlineOpen article
      X-ray Excited Optical Fluorescence and Diffraction Imaging of Reactivity and Crystallinity in a Zeolite Crystal: Crystallography and Molecular Spectroscopy in One

      Zoran Ristanović, Dr. Jan P. Hofmann, Dr. Marie-Ingrid Richard, Dr. Tao Jiang, Dr. Gilbert A. Chahine, Dr. Tobias U. Schülli, Dr. Florian Meirer and Prof. Dr. Bert M. Weckhuysen

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601796

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      Two worlds in one X-ray shot: The local crystallinity and acid-catalyzed chemistry of a single zeolite crystal were determined by a combination of micro-X-ray diffraction (μ-XRD) and X-ray excited optical fluorescence (μ-XEOF), achieved by using one X-ray beam to excite fluorescent products formed in a zeolite. The intergrowth structure and Al zoning play a decisive role in the degree of dealumination and shape-selective product formation.

    3. Responsive Materials

      Visualizing the Dynamics of Temperature- and Solvent-Responsive Soft Crystals

      Jiandong Pang, Dr. Caiping Liu, Dr. Yougui Huang, Prof. Mingyan Wu, Prof. Feilong Jiang, Prof. Daqiang Yuan, Falu Hu, Dr. Kongzhao Su, Guoliang Liu and Prof. Maochun Hong

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603030

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      See the shrink: A record high uniaxial positive thermal expansion coefficient of 653.2×10−6 K−1 and large c-axial shrinkage of 32.4 %, is found for metal–organic framework (MOF) temperature- and solvent-responsive soft crystals. The dynamic process can both be visualized by in situ single-crystal X-ray snapshot analyses. The stimuli-responsive mechanism results from rotations and deformations of the organic linkers.

    4. Photocatalysis | Hot Paper

      An Elemental Phosphorus Photocatalyst with a Record High Hydrogen Evolution Efficiency

      Dr. Zhuofeng Hu, Luyan Yuan, Prof. Zhifeng Liu, Dr. Zhurui Shen and Prof. Jimmy C. Yu

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603331

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      A breakthrough: Fibrous-phase red phosphorous was used as semiconductor photocatalyst for visible-light-driven hydrogen evolution. The phosphorus in micro-fibrous P/SiO2 and smashed-fibrous phosphorus showed hydrogen evolution rates of 633 μmol h−1 g−1 and 684 μmol h−1 g−1, respectively. These values are records for elemental photocatalysts.

    5. Janus Particles

      Remote Control of T Cell Activation Using Magnetic Janus Particles

      Kwahun Lee, Dr. Yi Yi and Prof. Yan Yu

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601211

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      Janus particles were employed to control T cell activation. The particles were magnetically responsive on one side and displayed ligands for T cell stimulation on the other side. T cell activation was remotely controlled by simultaneously manipulating the rotation and locomotion of the magnetic Janus particles.

    6. Hybrid Materials

      Grafting Poly(3-hexylthiophene) from Silicon Nanocrystal Surfaces: Synthesis and Properties of a Functional Hybrid Material with Direct Interfacial Contact

      Muhammad Amirul Islam, Dr. Tapas K. Purkait, Dr. Md Hosnay Mobarok, Dr. Ignaz M. D. Hoehlein, Regina Sinelnikov, Dr. Muhammad Iqbal, Dr. Doron Azulay, Prof. Isaac Balberg, Prof. Oded Millo, Prof. Dr. Bernhard Rieger and Prof. Dr. Jonathan G. C. Veinot

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601341

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      Hybrid functional materials of silicon nanocrystals and poly(3-hexylthiophene) (SiNC@P3HT) consisting of a direct conjugate covalent bond between SiNC and P3HT were developed. Systematic characterization provides evidence of a core–shell structure, enhanced interfacial electron and/or energy transfer between the P3HT and SiNC components, as well as formation of a type-II heterostructure.

    7. C−H/C−C Activation

      Mild C−H/C−C Activation by Z-Selective Cobalt Catalysis

      Daniel Zell, Qingqing Bu, Dr. Milica Feldt and Prof. Dr. Lutz Ackermann

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601778

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      Double activation: Challenging C−H/C−C functionalizations were achieved through the use of cobalt catalysis under exceedingly mild reaction conditions. This method leads to the formation of Z alkenes with unique chemo- and diastereoselectivity.

    8. Cancer Immunotherapy

      Design of Switchable Chimeric Antigen Receptor T Cells Targeting Breast Cancer

      Dr. Yu Cao, Dr. David T. Rodgers, Dr. Juanjuan Du, Insha Ahmad, Eric N. Hampton, Dr. Jennifer S. Y. Ma, Dr. Magdalena Mazagova, Dr. Sei-hyun Choi, Dr. Hwa Young Yun, Dr. Han Xiao, Dr. Pengyu Yang, Xiaozhou Luo, Dr. Reyna K. V. Lim, Holly M. Pugh, Dr. Feng Wang, Dr. Stephanie A. Kazane, Dr. Timothy M. Wright, Dr. Chan Hyuk Kim, Prof. Peter G. Schultz and Dr. Travis S. Young

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601902

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      CAR-T control: Chimeric antigen receptor T (CAR-T) cells were engineered to be controlled by exogenous switch molecules. Site-specific incorporation of the small molecule FITC or a short peptide neo-epitope in the anti-Her2 4D5 Fab allowed activation of corresponding switchable CAR-T cells towards Her2-expressing solid tumor cells, and displayed significant anti-cancer effects both in vitro and in vivo.

    9. Photoluminescent Materials

      Redox Switching of Orthoquinone-Containing Aromatic Compounds with Hydrogen and Oxygen Gas

      Kazuki Urakawa, Prof. Dr. Michinori Sumimoto, Prof. Dr. Mitsuhiro Arisawa, Prof. Dr. Masaki Matsuda and Prof. Dr. Hayato Ishikawa

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601906

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      A tale with a twist: Unique redox switching of orthoquinone-containing pentacyclic aromatic compounds was observed upon exposure to H2 and O2 in the presence of a sulfur-modified gold-supported palladium nanoparticle catalyst (see picture). Switching between the orthoquinone and the corresponding hydroquinone led to a drastic change in the photoluminescence and color of the system owing to differences in the aromaticity and twist strain of the molecules.

    10. Methane Reforming

      Dry Reforming of Methane on a Highly-Active Ni-CeO2 Catalyst: Effects of Metal-Support Interactions on C−H Bond Breaking

      B. Sc. Zongyuan Liu, Dr. David C. Grinter, Dr. Pablo G. Lustemberg, Dr. Thuy-Duong Nguyen-Phan, Dr. Yinghui Zhou, B. Sc. Si Luo, Dr. Iradwikanari Waluyo, Dr. Ethan J. Crumlin, Dr. Dario J. Stacchiola, Prof. Jing Zhou, Dr. Javier Carrasco, Prof. H. Fabio Busnengo, Dr. M. Verónica Ganduglia-Pirovano, Dr. Sanjaya D. Senanayake and Prof. José A. Rodriguez

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602489

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      NiCe and dry: Ni-CeO2 is shown to be highly efficient, stable, and non-expensive catalyst for methane dry reforming at relative low temperatures (700 K). The active phase of the catalyst consists of small nanoparticles of nickel dispersed on partially reduced ceria. Strong metal–support interactions activate Ni for the dissociation of methane.

    11. Nanomedicines

      Bilirubin Nanoparticles as a Nanomedicine for Anti-inflammation Therapy

      Dr. Yonghyun Lee, Dr. Hyungjun Kim, Sukmo Kang, Dr. Jinju Lee, Dr. Jinho Park and Prof. Dr. Sangyong Jon

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602525

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      Bilirubin, a nanomedicine for inflammatory diseases: Bilirubin, a highly potent anti-inflammatory but extremely water insoluble compound, is converted into nanoparticles by simply introducing PEG. The resultant bilirubin nanoparticles show potential as a nanomedicine in anti-inflammation therapy.

    12. N−N Bond Formation

      N−N Bond Forming Reductive Elimination via a Mixed-Valent Nickel(II)–Nickel(III) Intermediate

      Justin B. Diccianni, Dr. Chunhua Hu and Prof. Dr. Tianning Diao

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602566

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      A “paddle-wheel” Ni complex undergoes N−N bond forming reductive elimination under oxidative conditions. The intermediate is a mixed-valent NiII–NiIII complex with a Ni–Ni bond order of zero.

    13. Surface Chemistry

      Constitutional Dynamics of Metal–Organic Motifs on a Au(111) Surface

      Huihui Kong, Chi Zhang, Lei Xie, Likun Wang and Prof. Dr. Wei Xu

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602572

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      Metal–organic motifs were formed selectively on a Au(111) surface under ultrahigh vacuum conditions and studied by scanning tunneling microscopy and DFT calculations. The co-deposition of nickel atoms and thymine molecules resulted in the formation of two kinds of metal–organic trimers which transformed reversibly from one surface structure type into another.

    14. Protein Structures | Very Important Paper

      Radiation Damage and Racemic Protein Crystallography Reveal the Unique Structure of the GASA/Snakin Protein Superfamily

      Ho Yeung, Dr. Christopher J. Squire, Yuliana Yosaatmadja, Dr. Santosh Panjikar, Gemma López, Prof. Dr. Antonio Molina, Prof. Dr. Edward N. Baker, Dr. Paul W. R. Harris and Prof. Dr. Margaret A. Brimble

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602719

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      Ripping into quasi-racemic crystals: The structure of the 63-residue antimicrobial protein snakin-1, the first structure of the GASA/snakin superfamily, has been determined using total chemical synthesis, racemic protein X-ray crystallography, and radiation-damage-induced phasing. The protein adopts a unique fold containing six disulfide crosslinks and presenting a distinct electrostatic surface.

    15. Organic Light-Emitting Diodes

      Aggregation-Induced Delayed Fluorescence Based on Donor/Acceptor-Tethered Janus Carborane Triads: Unique Photophysical Properties of Nondoped OLEDs

      Ryuhei Furue, Takuro Nishimoto, In Seob Park, Jiyoung Lee and Prof. Dr. Takuma Yasuda

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603232

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      Two sides of the same coin: Organic–inorganic hybrid molecules consisting of an o-carborane tethered with electron donor and acceptor π-conjugated units exhibit efficient photoluminescence and electroluminescence based on aggregation-induced delayed fluorescence (AIDF).

  2. Author Profiles

    1. Roland Winter

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603733

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      My favorite place on Earth is a good French brasserie. My not-so-secret passion is astrobiology.

  3. Cover Pictures

    1. You have free access to this content
      Covalent Self-Assembly and One-Step Photocrosslinking of Tyrosine-rich Oligopeptides to Form Diverse Nanostructures

      Dr. Kyoung-Ik Min, Dr. Gyeongwon Yun, Dr. Yoonjung Jang, Kyung-Rok Kim, Dr. Young Ho Ko, Dr. Hyung-Seok Jang, Prof. Dr. Yoon-Sik Lee, Prof. Dr. Kimoon Kim and Prof. Dr. Dong-Pyo Kim

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603823

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      D.-P. Kim et. al. report in their Communication (DOI: 10.1002/anie.201601675) the direct synthesis of fluorescent peptide hollow nanocages and free-standing thin films without the aid of a template, by installing a biomimetic di-tyrosine bond in a covalent self-assembly of short peptides.

    2. You have free access to this content
      Electrocatalytic and Solar-Driven CO2 Reduction to CO with a Molecular Manganese Catalyst Immobilized on Mesoporous TiO2

      Timothy E. Rosser, Dr. Christopher D. Windle and Dr. Erwin Reisner

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603979

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      One small step for Mn. A manganese catalyst immobilized on TiO2 gave a new benchmark turnover number as described by E. Reisner and co-workers in their Communication (10.1002/anie.201603979). The heterogenized catalyst operates at a low overpotential, which is the result of dimerization on the electrode surface. The molecular hybrid cathode was used in a photoelectrochemical cell enabling solar-driven CO production by a photo-unstable Mn catalyst for the first time.

  4. Communications

    1. Fluorine Chemistry | Hot Paper

      Positioning a Carbon–Fluorine Bond over the π Cloud of an Aromatic Ring: A Different Type of Arene Activation

      Maxwell Gargiulo Holl, Mark D. Struble, Prakhar Singal, Dr. Maxime A. Siegler and Prof. Thomas Lectka

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601989

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      Stabilizing effect of fluorine: A chemical species was synthesized that contained a carbon–fluorine bond positioned tightly over the π cloud of an aromatic ring. This rigid C−F⋅⋅⋅Ar interaction played a prominent role in both its reaction chemistry and spectroscopy. The results establish fluorine as a through-space directing/activating group that complements the traditional role of fluorine as an overall deactivating aryl substituent.

    2. Lithium–Air Batteries

      Singlet Oxygen Formation during the Charging Process of an Aprotic Lithium–Oxygen Battery

      Johannes Wandt, Peter Jakes, Josef Granwehr, Hubert A. Gasteiger and Rüdiger-A. Eichel

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602142

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      The missing link: Evidence found for the evolution of substantial amounts of highly reactive singlet oxygen at potentials above 3.5 V during the charging of Li–O2 cells (see scheme) might complete our understanding of electrolyte degradation and carbon corrosion reactions hampering the development of reversible lithium–air batteries. Measures to eliminate 1O2-induced side reactions could thus improve the cycle life of such batteries.

    3. Analytical Methods

      A Rainbow Structural-Color Chip for Multisaccharide Recognition

      Meng Qin, Dr. Yu Huang, Yanan Li, Meng Su, Bingda Chen, Heng Sun, Peiyi Yong, Dr. Changqing Ye, Dr. Fengyu Li and Prof. Yanlin Song

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602582

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      Color vision: A photonic crystal that recognizes saccharides specifically allows abundant optical information to be obtained in the form of structural color. The use of a multiangle analysis method enables fluorescence signals in various spectral regions to be differentially enhanced. This approach enabled 12 saccharides with similar structures, as well as saccharides at different concentrations and in mixtures, to be successfully discriminated.

    4. Molecular Switches

      Coupling of the Decarboxylation of 2-Cyano-2-phenylpropanoic Acid to Large-Amplitude Motions: A Convenient Fuel for an Acid–Base-Operated Molecular Switch

      Dr. José Augusto Berrocal, Chiara Biagini, Prof. Luigi Mandolini and Dr. Stefano Di Stefano

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602594

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      Poetry in motion: Carboxylic acid 1 was found to be a convenient fuel for the operation of a molecular switch that moves under the influence of protonation–deprotonation steps. The cyclic motions of the catenane switch were induced solely by the chemical energy supplied by the decarboxylation of 1, without recourse to additional stimuli.

    5. Protein–Polymer Nanoconjugates | Hot Paper

      Hierarchical Proteinosomes for Programmed Release of Multiple Components

      Dr. Xiaoman Liu, Pei Zhou, Prof. Yudong Huang, Dr. Mei Li, Prof. Xin Huang and Prof. Stephen Mann

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601427

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      A hierarchical proteinosome architecture comprising three nested layers and different types of encapsulated components was fabricated (see picture). Engineering the cross-links in the host and guest proteinosome membranes gave rise to three different types of programmed release behavior.

    6. Cyclizations

      Palladium(0)-Catalyzed Intermolecular Carbocyclization of (1,n)-Diynes and Bromophenols: An Efficient Route to Tricyclic Scaffolds

      Lu Bai, Yini Yuan, Prof. Dr. Jingjing Liu, Jiaoyu Wu, Lingbo Han, Dr. Hui Wang, Prof. Dr. Yaoyu Wang and Prof. Dr. Xinjun Luan

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201601570

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      Tricycles: A novel palladium(0)-catalyzed dearomative cyclization reaction of bromophenols with (1,n)-diynes (n=6–9) has been developed for building two new types of tricyclic architectures containing a quaternary carbon center. This method employs inexpensive bromophenols and easily accessible diynes and tolerates various functional groups. Preliminary results with commercially available chiral ligands indicate that enantioselective variants are feasible.

    7. Total Synthesis

      Development of a Divergent Synthetic Route to the Erythrina Alkaloids: Asymmetric Syntheses of 8-Oxo-erythrinine, Crystamidine, 8-Oxo-erythraline, and Erythraline

      Hirotatsu Umihara, Tomomi Yoshino, Dr. Jun Shimokawa, Prof. Dr. Masato Kitamura and Prof. Dr. Tohru Fukuyama

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201602650

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      Then there were four: The fixed atropisomeric stereochemistry of a medium-sized biaryl intermediate was fully transferred to the central point chirality of a helical intermediate as a result of singlet oxygen oxidation and transannulation. This finding enabled the asymmetric synthesis of a common intermediate, which is amenable to a variety of oxidation-reduction transformations, thus giving rise to the first asymmetric syntheses of four erythrina alkaloids.

  5. Cover Pictures

    1. You have free access to this content
      Aromaticity Reversal in the Lowest Excited Triplet State of Archetypical Möbius Heteroannulenic Systems

      Juwon Oh, Dr. Young Mo Sung, Woojae Kim, Dr. Shigeki Mori, Prof. Dr. Atsuhiro Osuka and Prof. Dr. Dongho Kim

      Article first published online: 4 MAY 2016 | DOI: 10.1002/anie.201603085

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      In analogy to the two faces of the Roman god Janus, the aromaticity of metalated expanded porphyrins that are Möbius aromatic in the ground state can be reversed as they become Möbius antiaromatic in the lowest excited triplet state. In their Communication (DOI: 10.1002/anie.201602083), D. Kim, A. Osuka, and co-workers analyze this reversal of aromaticity by optical spectroscopy and quantum calculations.

  6. Communications

    1. Surface Chemistry

      Salt-Driven Deposition of Thermoresponsive Polymer-Coated Metal Nanoparticles on Solid Substrates

      Zhiyue Zhang, Dr. Samarendra Maji, Dr. André B. da Fonseca Antunes, Riet De Rycke, Prof. Richard Hoogenboom and Prof. Bruno G. De Geest

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201601037

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      Hydrophopic association: Gold and silver nanoparticles obtained by citrate reduction followed by coating with temperature-responsive polymers (e.g. polyNIPAm) spontaneously form a monolayer-like structure on a wide variety of substrates in the presence of sodium chloride. This phenomenon did not occur in salt-free medium. This behavior is mainly attributed to hydrophobic interaction between the metal nanoparticles and the substrate.

    2. Arylation Reagents

      NH-Heterocyclic Aryliodonium Salts and their Selective Conversion into N1-Aryl-5-iodoimidazoles

      Yichen Wu, Dr. Susana Izquierdo, Dr. Pietro Vidossich, Prof. Dr. Agustí Lledós and Dr. Alexandr Shafir

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201602569

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      Stepping stones: Novel imidazolyl aryliodonium salts serve as intermediates on the way to N1-aryl-5-iodoimidazoles. An iodine substituent acts as a “universal” placeholder, poised for replacement by other substituents. These new λ3-iodanes are produced by treating the NH-imidazole with ArI(OAc)2, and are converted to N1-aryl-5-iodoimidazoles by a selective copper-catalyzed aryl migration.

    3. Sodium-Ion Batteries

      Suppressing the P2–O2 Phase Transition of Na0.67Mn0.67Ni0.33O2 by Magnesium Substitution for Improved Sodium-Ion Batteries

      Peng-Fei Wang, Ya You, Dr. Ya-Xia Yin, Yue-Sheng Wang, Prof. Li-Jun Wan, Prof. Lin Gu and Prof. Yu-Guo Guo

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201602202

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      The P2–O2 phase transition in P2-Na0.67Mn0.67Ni0.33−xMgxO2 can be effectively suppressed by substituting some of the nickel ions with magnesium. Both the reversible capacity and the capacity retention of this cathode material were thus remarkably improved, and the various phases were characterized by scanning tunneling electron microscopy with atomic resolution.

    4. Hydrogen Evolution

      Facet-Dependent and Light-Assisted Efficient Hydrogen Evolution from Ammonia Borane Using Gold–Palladium Core–Shell Nanocatalysts

      Dr. Sourav Rej, Chi-Fu Hsia, Tzu-Yu Chen, Fan-Cheng Lin, Prof. Jer-Shing Huang and Prof. Michael H. Huang

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201603021

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      Facets of HER personality: Au–Pd core–shell tetrahexahedral nanocrystals exposing the {730} facet act as efficient plasmonic photocatalyst with the highest turnover frequency value for the hydrogen-evolution reaction (HER) from ammonia borane under light irradiation.

    5. Nanocapsules

      Densely Packed Hydrophobic Clustering: Encapsulated Valerates Form a High-Temperature-Stable {Mo132} Capsule System

      Dr. Somenath Garai, Dr. Hartmut Bögge, Dr. Alice Merca, Dr. Olga A. Petina, Alina Grego, Prof. Dr. Pierre Gouzerh, Dr. Erhard T. K. Haupt, Prof. Dr. Ira A. Weinstock and Prof. Dr. Achim Müller

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201601140

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      United we stand: A water-soluble metal-oxide nanocapsule entraps 24 valerates to form a densely packed aggregate that is stabilized by hydrophobic interactions in a manner reminiscent of hydrophobic clustering in globular proteins.

    6. MOF Films | Hot Paper

      Direct fabrication of Free-Standing MOF Superstructures with Desired Shapes by Micro-Confined Interfacial Synthesis

      Jin-Oh Kim, Dr. Kyoung-Ik Min, Hyunwoo Noh, Dong-Hwi Kim, Prof. Dr. Soo-Young Park and Prof. Dr. Dong-Pyo Kim

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201601754

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      Same mold MOFs: Micro-confined interfacial synthesis allows control of the morphologies and dimensions of MOF 2D patterns by growing the MOF films in molds. The free standing 2D MOFs can also be functionalization, by loading them with magnetic nanoparticles, or using luminescent lanthanide ions. Contact transfer allows the selective positioning the MOF arrays on various substrates including glass and skin.

    7. Hybrid Materials | Hot Paper

      Controlled Exfoliation of Layered Silicate Heterostructures into Bilayers and Their Conversion into Giant Janus Platelets

      Matthias Stöter, Sebastian Gödrich, Patrick Feicht, Dr. Sabine Rosenfeldt, Herbert Thurn, Jens W. Neubauer, Maximilian Seuss, Dr. Peter Lindner, Dr. Hussein Kalo, Dr. Michael Möller, Prof. Dr. Andreas Fery, Prof. Dr. Stephan Förster, Prof. Dr. Georg Papastavrou and Prof. Dr. Josef Breu

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201601611

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      Controlled exfoliation of layered silicate heterostructures into bilayers with unprecedented precision by osmotic swelling gives access to a general method for asymmetrical modification of basal planes. Only two simple steps are needed to obtain Janus-type monolayers as bulk material.

    8. Nucleic Acid Delivery

      Ultra-pH-Responsive and Tumor-Penetrating Nanoplatform for Targeted siRNA Delivery with Robust Anti-Cancer Efficacy

      Dr. Xiaoding Xu, Dr. Jun Wu, Dr. Yanlan Liu, Dr. Mikyung Yu, Dr. Lili Zhao, Dr. Xi Zhu, Sushant Bhasin, Qing Li, Emily Ha, Prof. Jinjun Shi and Prof. Omid C. Farokhzad

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201601273

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      A tumor-penetrating and pH-responsive nanoplatform was developed for targeted siRNA delivery. This platform could efficiently use tumor-penetrating and pH-responsive abilities to deliver therapeutic siRNA to the cytoplasm, leading to a significant inhibition of tumor growth. This platform shows great promise as a siRNA delivery vehicle for cancer therapy.

    9. Analytical Methods

      Individual Detection and Electrochemically Assisted Identification of Adsorbed Nanoparticles by Using Surface Plasmon Microscopy

      Dr. Shavkat Nizamov, Dr. Olga Kasian and Prof. Dr. Vladimir M. Mirsky

      Article first published online: 3 MAY 2016 | DOI: 10.1002/anie.201600853

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      All-seeing: The detection of each adsorbed nanoparticle (NP) and visualization of their electrochemical conversions is possible with surface plasmon microscopy. Whereas the adsorption rate gives the concentration of NPs, the potential at which the adsorbed NPs disappear during an anodic potential sweep characterizes their chemical composition. Each adsorbed NP is identified individually.

    10. Alkenes

      Synthesis of Cyclooctatetraenes through a Palladium-Catalyzed Cascade Reaction

      Sarah Blouin, Prof. Vincent Gandon, Dr. Gaëlle Blond and Dr. Jean Suffert

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201602586

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      All fours: Reported herein is a cascade reaction leading to fully substituted cyclooctatetraenes. The transformation proceeds through an unprecedented mechanistic pathway involving an 8π electrocyclization reaction of a trienyne. A DFT study was performed to understand this remarkable cascade reaction.

  7. Highlights

    1. Cyclotrimerization

      A Valuable Upgrade to the Portfolio of Cycloaddition Reactions

      Prof. John C. Walton

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201602891

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      Knitting: Recently Antonchick and Manna described a unique annulation that knits together three acetophenones to construct cyclopropanes. The cascade is mediated by organocopper and free radical species, and amounts to the first known [1+1+1] cyclotrimerization. It works well for ketones having electron-deficient or electron-rich substituents in their aryl rings. DTBP=di-tert-butylperoxide.

  8. News

  9. Communications

    1. CO2 Capture

      Multi-Molar Absorption of CO2 by the Activation of Carboxylate Group in Amino Acid Ionic Liquids

      Feng-Feng Chen, Dr. Kuan Huang, Yan Zhou, Dr. Zi-Qi Tian, Dr. Xiang Zhu, Prof. Dr. Duan-Jian Tao, Prof. Dr. De-en Jiang and Prof. Dr. Sheng Dai

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201602919

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      My mate, carboxylate: multi-molar absorption of CO2 (up to 1.69 mol mol−1) is possible using aminopolycarboxylate-based ionic liquids (APC-ILs) by introducing an electron-withdrawing site to reduce the negative inductive effect of the amino group while simultaneously activating the carboxylate group. The multiple-site interactions between the anion of APC-ILs and CO2 resulted in superior CO2 capacities.

  10. Author Profiles

    1. Mei-Xiang Wang

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201603650

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      My favorite drink is fresh Chinese green tea. If I could be anyone for a moment, I would be Neil Armstrong walking on the moon.

  11. Communications

    1. Photoredox Catalysis

      Reductive Umpolung of Carbonyl Derivatives with Visible-Light Photoredox Catalysis: Direct Access to Vicinal Diamines and Amino Alcohols via α-Amino Radicals and Ketyl Radicals

      Dr. Eleonora Fava, Dr. Anthony Millet, Dr. Masaki Nakajima, B. Sc. Sebastian Loescher and Prof. Dr. Magnus Rueping

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201511235

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      Anilines can be coupled with aldimines or aldehydes in a visible-light-mediated photoredox-catalyzed process. Reductive single electron transfer (SET) umpolung of the carbonyl derivatives leads to the generation of intermediary ketyl and α-amino radical anions, which were used for the synthesis of unsymmetrically substituted 1,2-diamines and amino alcohols.

    2. Heterogeneous Hydrogenation | Hot Paper

      Pt3Co Octapods as Superior Catalysts of CO2 Hydrogenation

      Munir Ullah Khan, Liangbing Wang, Zhao Liu, Zehua Gao, Shenpeng Wang, Hongliang Li, Wenbo Zhang, Menglin Wang, Prof. Zhengfei Wang, Prof. Chao Ma and Prof. Jie Zeng

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201602512

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      Pt3Co octapods, Pt3Co nanocubes, Pt octapods, and Pt nanocubes were used as catalysts for carbon dioxide hydrogenation. Owing to the multiple sharp tips and the charge transfer between Pt and Co, which leads to the accumulation of negative charge on the Pt atoms in the vertices, the Pt3Co octapods were the most efficient catalyst of this process.

    3. Luminescent Dyes | Very Important Paper

      Triple-Mode Emission of Carbon Dots: Applications for Advanced Anti-Counterfeiting

      Kai Jiang, Dr. Ling Zhang, Junfeng Lu, Prof. Chunxiang Xu, Prof. Congzhong Cai and Prof. Hengwei Lin

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201602445

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      Show me the money! A composite comprising carbon dots exhibits three kinds of emission simultaneously: photoluminescence (PL), up-conversion PL (UCPL), and room temperature phosphorescence (RTP). This unique feature could be applied to combat counterfeiting in the form of a printable ink with three modes of optical authentication.

    4. Phosphorus Heterocycles

      Access to Air-Stable 1,3-Diphosphacyclobutane-2,4-diyls by an Arylation Reaction with Arynes

      Yasuhiro Ueta, Prof. Dr. Koichi Mikami and Prof. Dr. Shigekazu Ito

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201601907

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      A P2romising C2onstellation: The reaction of a sterically encumbered 1,3-diphosphacyclobuten-4-yl anion with ortho-silylated aryl triflates in the presence of fluoride under appropriate conditions afforded the corresponding 1-aryl-1,3-diphosphacyclobutane-2,4-diyls (see scheme). These air-stable open-shell singlet P-heterocycles exhibit considerable electron-donating character and can be used as detectors of hydrogen fluoride.

    5. Polymerization

      Semi-Crystalline Polar Polyethylene: Ester-Functionalized Linear Polyolefins Enabled by a Functional-Group-Tolerant, Cationic Nickel Catalyst

      Dr. Brian K. Long, Dr. James M. Eagan, Dr. Michael Mulzer and Prof. Geoffrey W. Coates

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201601703

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      Polarity and crystallinity: A dibenzobarrelene-derived nickel diamine catalyst copolymerizes ethylene and a renewable ester to afford semi-crystalline linear polyethylene with pendant functional groups. The catalyst polymerizes ethylene in a living fashion with high activity and exhibits an important combination of functional group tolerance and decreased chain walking.

    6. Dipolar Cycloadditions

      Cross-Cycloaddition of Two Different Isocyanides: Chemoselective Heterodimerization and [3+2]-Cyclization of 1,4-Diazabutatriene

      Zhongyan Hu, Dr. Haiyan Yuan, Yang Men, Prof. Dr. Qun Liu, Prof. Dr. Jingping Zhang and Prof. Dr. Xianxiu Xu

      Article first published online: 2 MAY 2016 | DOI: 10.1002/anie.201600257

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      The domino effect: Involvement of a 1,3-dipole molecule, 1,4-diazabutatriene, is proposed and computationally supported in the first heterodimerization of isocyanide molecules. The unprecedented [3+2]-cycloaddition of this intermediate with an electron-deficient alkene, assembles two pyrrole rings in one operation with 100 % atom economy.

    7. On-Surface Synthesis

      Post-Synthetic Decoupling of On-Surface-Synthesized Covalent Nanostructures from Ag(111)

      Atena Rastgoo-Lahrood, Dr. Jonas Björk, Matthias Lischka, Dr. Johanna Eichhorn, Stephan Kloft, Massimo Fritton, Dr. Thomas Strunskus, Dr. Debabrata Samanta, Prof. Dr. Michael Schmittel, Prof. Dr. Wolfgang M. Heckl and Prof. Dr. Markus Lackinger

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201600684

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      The go-between: Post-synthetic exposure of covalent porous polyphenylene networks synthesized by on-surface polymerization on Ag(111) to iodine vapor leads to detachment through intercalation of a densely packed iodine monolayer. Consequently, the organic nanostructures become decoupled from the strongly interacting metal surface, as evident by changes in both the geometric and electronic structures toward freestanding networks.

    8. Homogeneous Catalysis

      Highly Active Titanocene Catalysts for Epoxide Hydrosilylation: Synthesis, Theory, Kinetics, EPR Spectroscopy

      Dina Schwarz G. Henriques, Katharina Zimmer, Sven Klare, Andreas Meyer, Elena Rojo-Wiechel, Mirko Bauer, Dr. Rebecca Sure, Prof. Dr. Stefan Grimme, Prof. Dr. Olav Schiemann, Prof. Dr. Robert A. Flowers II and Prof. Dr. Andreas Gansäuer

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201601242

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      A titanocene-catalyzed epoxide hydrosilylation was developed that shows high activity, high regio- and diastereoselectivity, unusual kinetics, and an unexpected resting state. The combination of experiment and theory permitted catalyst design and elucidation of the mechanism. The reaction provides an efficient access to anti-Markovnikov alcohols from epoxides.

    9. Electrocatalysis

      Cobalt-Nanocrystal-Assembled Hollow Nanoparticles for Electrocatalytic Hydrogen Generation from Neutral-pH Water

      Bingrui Liu, Lin Zhang, Weilin Xiong and Prof. Dr. Mingming Ma

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201601367

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      Our neutral friend: Fast electrochemical hydrogen generation from neutral-pH water is possible with an electrode composed of cobalt-nanocrystal-assembled hollow nanoparticles (Co-HNP), on a carbon cloth (CC). The Co-HNP/CC electrode retains its high activity after 20 h hydrogen generation at a high current density of 150 mA cm−2.

    10. Metallacycles

      Synthesis and Characterization of Dirhenadehydro[12]annulenes

      Dr. Jiangxi Chen, Dr. Ka-Ho Lee, Dr. Herman H. Y. Sung, Prof. Dr. Ian D. Williams, Prof. Dr. Zhenyang Lin and Prof. Dr. Guochen Jia

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201601562

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      Rings show their metals: Metallaannulenes and dehydro analogues usually have six or less ring atoms. The synthesis and characterization of the first dimetalladehydro[12]annulenes, shows that unlike their organic counterparts, they are not antiaromatic.

    11. Heterocycles

      Synthesis of 2H-Azirines by Iridium-Catalyzed Decarboxylative Ring Contraction of Isoxazol-5(4H)-ones

      Dr. Kazuhiro Okamoto, Takuya Shimbayashi, Masato Yoshida, Atsushi Nanya and Prof. Dr. Kouichi Ohe

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201602241

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      Highly strained 2H-azirines are synthesized by decarboxylative ring contraction of isoxazol-5(4H)-ones in the presence of an iridium catalyst. The reaction proceeded under the simple reaction conditions (without any additive) to give various 2H-azirines (with carbon dioxide as a sole by-product).

    12. Hypervalent Compounds

      You have full text access to this OnlineOpen article
      Transfer of Electrophilic NH Using Convenient Sources of Ammonia: Direct Synthesis of NH Sulfoximines from Sulfoxides

      Marina Zenzola, Robert Doran, Dr. Leonardo Degennaro, Prof. Dr. Renzo Luisi and Dr. James A. Bull

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201602320

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      Making a transfer: Convenient reagents for NH transfer allow the direct preparation of NH sulfoximines from sulfoxides. A wide range of diversely functionalized sulfoximines are prepared in high yields using simple ammonium salts with a hypervalent iodine reagent. Evidence is provided for a short-lived reactive species (see scheme).

    13. Metal–Organic Nanotubes

      Isorecticular Synthesis of Dissectible Molecular Bamboo Tubes of Hexarhenium(I) Benzene-1,2,3,4,5,6-hexaolate Complexes

      Prof. Dr. Tien-Wen Tseng, Dr. Tzuoo-Tsair Luo, Shi-Hao Liao, Kai-Hsiang Lu and Prof. Dr. Kuang-Lieh Lu

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201602327

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      Taipei 101: A family of bamboo-like tubular assemblies consisting of in situ synthesized interlocking macromolecular blocks, which have a doubly tri-legged structure, presents an archetypal approach to the systematic formation of dissectible molecular bamboo tubes (resembling the form of the tower Taipei 101; see picture).

    14. Metal–Organic Frameworks | Hot Paper

      Controlled Generation of Singlet Oxygen in Living Cells with Tunable Ratios of the Photochromic Switch in Metal–Organic Frameworks

      Jihye Park, Dr. Qin Jiang, Dr. Dawei Feng and Prof. Dr. Hong-Cai Zhou

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201602417

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      A switch inside: In situ incorporation of a photosensitizing system into MOF nanoparticles to control 1O2 generation is possible using a tunable ratio of a photochromic switch. The MOF formulation allows enhanced in vitro photodynamic therapy (PDT) efficacy with a superior control of 1O2 production compared to a simple mixture of the dyad.

    15. Protein Synthesis

      Efficient Palladium-Assisted One-Pot Deprotection of (Acetamidomethyl)Cysteine Following Native Chemical Ligation and/or Desulfurization To Expedite Chemical Protein Synthesis

      Dr. Suman Kumar Maity, Muhammad Jbara, Shay Laps and Prof. Ashraf Brik

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201603169

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      Three in one: An efficient method for the deprotection of (acetamidomethyl)cysteine using Pd complexes in aqueous medium was introduced and applied to the one-pot assembly of three peptides. UBL-5 was thus synthesized by one-pot native chemical ligation, desulfurization, and removal of the acetamidomethyl (Acm) group while keeping its two native Cys residues intact.

  12. Cover Pictures

    1. You have free access to this content
      A Graphene Composite Material with Single Cobalt Active Sites: A Highly Efficient Counter Electrode for Dye-Sensitized Solar Cells

      Xiaoju Cui, Dr. Jianping Xiao, Dr. Yihui Wu, Peipei Du, Prof. Rui Si, Prof. Huaixin Yang, Prof. Huanfang Tian, Prof. Jianqi Li, Prof. Wen-Hua Zhang, Prof. Dehui Deng and Prof. Xinhe Bao

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201603824

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      The incorporation of single cobalt active sites within a graphene matrix leads to a composite material with superior activity and stability when used as a counter electrode for the interconversion of the redox couple I/I3. In their Communication (DOI: 10.1002/anie.201602097), D. Deng, W.-H. Zhang, and co-workers further show that the use of this material as a counter electrode in a dye-sensitized solar cell (DSSC) leads to a better power conversion efficiency than a platinum counter electrode.

    2. You have free access to this content
      Fine Tuning of Chlorophyll Spectra by Protein-Induced Ring Deformation

      Dr. Dominika Bednarczyk, Dr. Orly Dym, Dr. Vadivel Prabahar, Dr. Yoav Peleg, Douglas H. Pike and Dr. Dror Noy

      Article first published online: 29 APR 2016 | DOI: 10.1002/anie.201603826

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      A red bend: Aromatic ring deformation has long been postulated as a mechanism for tuning the absorption spectra of chlorophylls in their natural protein environment. In their Communication (10.1002/anie.201512001), D. Noy and co-workers provide the first direct demonstration of such a mechanism in the water-soluble chlorophyll binding protein (WSCP) from Brassicaceae. Changes in hydrogen bonding to a tryptophan residue reposition it to perturb the planarity of the chlorophyll macrocycle thereby causing significant absorption red shifts.

  13. Communications

    1. Thermostability

      Accurate and Rigorous Prediction of the Changes in Protein Free Energies in a Large-Scale Mutation Scan

      Dr. Vytautas Gapsys, Dr. Servaas Michielssens, Dr. Daniel Seeliger and Dr. Bert L. de Groot

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201510054

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      The computational prediction of the changes in protein thermostability upon an amino acid mutation greatly aids protein engineering and design. It is shown that such predictions can be rendered remarkably accurate by means of molecular-dynamics-based alchemical free-energy calculations.

    2. Nanocatalysis | Very Important Paper

      A Tandem Catalyst with Multiple Metal-Oxide Interfaces Produced by Atomic Layer Deposition

      Huibin Ge, Dr. Bin Zhang, Xiaomin Gu, Haojie Liang, Huimin Yang, Dr. Zhe Gao, Prof. Jianguo Wang and Prof. Yong Qin

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201600799

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      A tandem catalyst based on Ni/Al2O3 and Pt/TiO2 with multiple metal-oxide interfaces showed high efficiency in the hydrogenation of nitrobenzene using N2H4⋅H2O as hydrogen source. The synergy of the Ni/Al2O3 and Pt/TiO2 interfaces in a confined nanospace led to the observed activity enhancement. The confined nanospace favored the instant transfer of intermediates between the two metal-oxide interfaces.

    3. Organocatalysis

      Enantioselective Oxetane Ring Opening with Chloride: Unusual Use of Wet Molecular Sieves for the Controlled Release of HCl

      Wen Yang, Zhaobin Wang and Prof. Jianwei Sun

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201601844

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      The enantioselective ring opening of oxetanes with chloride provides access to a range of highly functionalized three-carbon building blocks. The use of a new catalyst in combination with wet molecular sieves for the controlled release of HCl leads to high enantioselectivities.

    4. Natural Product Synthesis

      Total Synthesis of Rubriflordilactone B

      Peng Yang, Dr. Ming Yao, Jian Li, Dr. Yong Li and Prof. Dr. Ang Li

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201601915

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      Going round in circles: The first total synthesis of rubriflordilactone B, a heptacyclic Schisandraceae bisnortriterpenoid with a tetrasubstituted arene moiety, was accomplished in a highly convergent fashion. A 6π electrocyclization/aromatization process was exploited as a key step.

    5. C−H Activation

      Anthranil: An Aminating Reagent Leading to Bifunctionality for Both C(sp3)−H and C(sp2)−H under Rhodium(III) Catalysis

      Dr. Songjie Yu, Guodong Tang, Yingzi Li, Xukai Zhou, Prof. Yu Lan and Prof. Xingwei Li

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602224

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      Double agent: Anthranil was designed as a novel bifunctional aminating reagent for both C(sp2)−H and C(sp3)−H bonds under rhodium(III) catalysis, thus affording a nucleophilic aniline tethered to an electrophilic carbonyl. A tridendate rhodium(III) complex was isolated as the resting state of the catalyst, and DFT studies established the intermediacy of a nitrene species.

    6. Lifetime Engineering | Hot Paper

      A Macrocyclic Fluorophore Dimer with Flexible Linkers: Bright Excimer Emission with a Long Fluorescence Lifetime

      Hiroshi Osaki, Dr. Chih-Ming Chou, Prof. Dr. Masayasu Taki, Dr. Kai Welke, Prof. Dr. Daisuke Yokogawa, Prof. Dr. Stephan Irle, Prof. Dr. Yoshikatsu Sato, Prof. Dr. Tetsuya Higashiyama, Dr. Shohei Saito, Prof. Dr. Aiko Fukazawa and Prof. Dr. Shigehiro Yamaguchi

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602239

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      Brighter and slower: A macrocyclic fluorophore dimer with flexible alkylene linkers exhibited strong absorption, a high fluorescence quantum yield (ΦF), and a slow fluorescence decay (τ) attributable to efficient intramolecular excimer formation. In vitro time-gated imaging experiments were used to demonstrate the superior fluorescence performance of the dimer compared to a commercial fluorescent dye.

    7. Biopolymers

      Measuring the Elasticity of Poly-l-Proline Helices with Terahertz Spectroscopy

      Michael T. Ruggiero, Dr. Juraj Sibik, Prof. Roberto Orlando, Dr. J. Axel Zeitler and Prof. Timothy M. Korter

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602268

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      Spring fever: The experimental Young's moduli of two known poly-L-proline helical forms were determined in the crystalline state by using an approach that combines terahertz time-domain spectroscopy, X-ray diffraction, and solid-state density functional theory. Contrary to expectations, the helices were found to be considerably less rigid than many other natural and synthetic polymers, as well as differing greatly from each other.

    8. Natural Products

      Total Syntheses of Periconiasins A–E

      Chong Tian, Xiaoqiang Lei, Yuanhao Wang, Zhen Dong, Prof. Dr. Gang Liu and Prof. Dr. Yefeng Tang

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602439

      Thumbnail image of graphical abstract

      Family members: The collective total syntheses of periconiasins A–E, a group of newly identified cytochalasans, are presented. An array of rationally designed or bioinspired transformations, including a tandem aldol condensation/Grob fragmentation, a Diels–Alder, and a transannular carbonyl–ene reaction allows rapid access to the targets from readily accessible building blocks.

    9. Solid-State Fluorescence

      Engineering Stacks of V-Shaped Polyaromatic Compounds with Alkyl Chains for Enhanced Emission in the Solid State

      Shoya Sekiguchi, Dr. Kei Kondo, Dr. Yoshihisa Sei, Prof. Dr. Munetaka Akita and Dr. Michito Yoshizawa

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602502

      Thumbnail image of graphical abstract

      Stacking up: Two types of fluorescent solids were generated from a V-shaped bisanthracene derivative with three butyl groups. The highly emissive solid (ΦF= >70 %) adopts a head-to-head arrangement with discrete stacks of the anthracene moieties. Furthermore, large enhancements of dye emissions (up to 45-fold) were achieved in the solid state by adding various fluorescent dyes to the V-shaped compound.

    10. Polymers | Very Important Paper

      An Air-Stable Semiconducting Polymer Containing Dithieno[3,2-b:2′,3′-d]arsole

      Joshua P. Green, Dr. Yang Han, Rebecca Kilmurray, Prof. Martyn A. McLachlan, Prof. Thomas D. Anthopoulos and Prof. Martin Heeney

      Article first published online: 28 APR 2016 | DOI: 10.1002/anie.201602491

      Thumbnail image of graphical abstract

      Arsenic-containing conjugated polymers were obtained by copolymerization of the first dithieno[3,2-b;2′,3′-d]arsole derivative. These polymers are stable under ambient conditions in their +3 oxidation state and display p-type semiconductivity with promising hole mobility in field-effect transistors.

    11. Asymmetric Catalysis

      Palladium-Catalyzed Asymmetric Benzylic Alkylation of Active Methylene Compounds with α-Naphthylbenzyl Carbonates and Pivalates

      Sho Tabuchi, Prof. Dr. Koji Hirano and Prof. Dr. Masahiro Miura

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201602075

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      New dynamics: A Pd/(R)-H8-BINAP-catalyzed asymmetric benzylic alkylation of active methylene compounds has been developed. The reaction proceeds without the use of an external base, and the starting racemic diarylmethyl carbonates are converted into optically active coupling products, containing a benzylic chiral stereocenter, by a dynamic kinetic asymmetric transformation.

  14. Cover Pictures

    1. You have free access to this content
      An Iodine-Vapor-Induced Cyclization in a Crystalline Molecular Flask

      Jane V. Knichal, Dr. Helena J. Shepherd, Prof. Chick C. Wilson, Prof. Paul R. Raithby, Dr. William J. Gee and Prof. Andrew D. Burrows

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201603361

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      The iodine-vapor-induced cyclization of 1,8-bis(2-phenylethynyl)naphthalene (shown on the left) into the corresponding indeno[2,1-α]phenalene species (on the right) in the host environment of a zinc-containing crystalline molecular flask is described by A. D. Burrows and co-workers in their Communication (DOI: 10.1002/anie.201601525). The cyclization was monitored spectroscopically and found to proceed under mild conditions and without the need to suspend the crystals in solvent.

    2. You have free access to this content
      Heat-Flow-Driven Oligonucleotide Gelation Separates Single-Base Differences

      Matthias Morasch, Prof. Dieter Braun and Dr. Christof B. Mast

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201603779

      Thumbnail image of graphical abstract

      Enzyme-free sequence selection is an essential process for the emergence of first life. In their Communication (DOI: 10.1002/anie.201601886) C. B. Mast and co-workers show how a ubiquitous heat flux across a pore separates different DNA sequences with single-base resolution. The picture shows a postulated prebiotic scenario of how a dilute mix of different sequences is thermophoretically concentrated and de-mixed by their sequence-selective gelation.

    3. You have free access to this content
      Cobalt-Nanocrystal-Assembled Hollow Nanoparticles for Electrocatalytic Hydrogen Generation From Neutral-pH Water

      Bingrui Liu, Lin Zhang, Weilin Xiong and Prof. Dr. Mingming Ma

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201603780

      Thumbnail image of graphical abstract

      Hollow nanoparticles that are assembled from stabilized cobalt metal nanocrystals serve as a highly active and robust electrocatalyst for hydrogen generation from neutral-pH water. In their Communication (10.1002/anie.201601367) M. Ma and co-workers show how to achieve this non-noble metal catalyst, which is more robust than the golden-standard Pt/C catalyst in neutral-pH water. The picture shows that the hollow nanoparticle catalyst would work efficiently in sea water.

  15. Minireviews

    1. Diamond Quantum Devices

      Diamond Quantum Devices in Biology

      Dr. Yuzhou Wu, Prof. Dr. Fedor Jelezko, Prof. Dr. Martin B Plenio and Prof. Dr. Tanja Weil

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201506556

      Thumbnail image of graphical abstract

      Center of attention: Quantum sensors based on the spin-dependent photoluminescence of nitrogen-vacancy (NV) centers in diamond offer imaging with atomic resolution under ambient conditions, which might evolve as a revolutionary technique for the understanding of biomolecules in their native environment. The recent development of this technique, its potential, and challenges are critically discussed.

  16. Communications

    1. Silver Extraction

      Extraction of Silver by Glucose

      Dr. Ananya Baksi, Mounika Gandi, Swathi Chaudhari, Dr. Soumabha Bag, Soujit Sen Gupta and Prof. Thalappil Pradeep

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201510122

      Thumbnail image of graphical abstract

      A spoon full of sugar… Direct silver extraction from metallic silver using glucose is possible. The dissolution of silver occurs in the ionic form and consequent complexation with glucose facilitates more silver leaching into the solution. The leaching is strongly dependent on the counter anion present in the solution. Dissolution of silver leads to microscopic roughening on the surface making it SERS active.

    2. Porous Crystals

      Unusually Stable Triazine-based Organic Superstructures

      Sun-Min Jung, Dongwook Kim, Dongbin Shin, Dr. Javeed Mahmood, Prof. Dr. Noejung Park, Prof. Dr. Myoung Soo Lah, Prof. Dr. Hu Young Jeong and Prof. Dr. Jong-Beom Baek

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201601807

      Thumbnail image of graphical abstract

      Sturdy crystals: The formation of organic-molecule-based superstructure was realized by solid-state conversion of an organic single-crystal to single-crystal. The resultant porous organic framework with 1-dimensional channels showed unusually high thermal stability tolerance to electron-beams.

    3. Total Synthesis

      Synthesis of (−)-Cannabimovone and Structural Reassignment of Anhydrocannabimovone through Gold(I)-Catalyzed Cycloisomerization

      Dr. Javier Carreras, Mariia S. Kirillova and Prof. Antonio M. Echavarren

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201601834

      Thumbnail image of graphical abstract

      Out of the weeds: The first total synthesis of (−)-cannabimovone from Cannabis sativa and (+)-anhydrocannabimovone was achieved by means of a highly stereoselective gold(I)-catalyzed cycloisomerization. On this basis, the structure of anhydrocannabimovone was reassigned.

    4. Cholesteric Materials

      Three-Way-Switchable (Right/Left/OFF) Selective Reflection of Circularly Polarized Light on Solid Thin Films of Helical Polymer Blends

      Dr. Yuuya Nagata, Makoto Uno and Prof. Dr. Michinori Suginome

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201602035

      Thumbnail image of graphical abstract

      Reflections left, right, and center: A polymer-blend film of two poly(quinoxaline-2,3-diyl)s with 8-chlorooctyl side chains selectively reflected right-handed circularly polarized light (CPL) in the visible region after annealing in CHCl3. The handedness of reflected CPL could be inverted by annealing in THF vapor, and the selective reflection could be turned off by annealing in n-hexane vapor, which led to phase separation (see picture).

    5. Lithium-Ion Batteries | Very Important Paper

      Advanced High-Voltage Aqueous Lithium-Ion Battery Enabled by “Water-in-Bisalt” Electrolyte

      Dr. Liumin Suo, Dr. Oleg Borodin, Wei Sun, Dr. Xiulin Fan, Dr. Chongyin Yang, Dr. Fei Wang, Tao Gao, Dr. Zhaohui Ma, Dr. Marshall Schroeder, Dr. Arthur von Cresce, Dr. Selena M. Russell, Prof. Michel Armand, Prof. Austen Angell, Dr. Kang Xu and Prof. Chunsheng Wang

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201602397

      Thumbnail image of graphical abstract

      Ready salted: A new class of electrolyte a “water-in-bisalt” electrolyte, that is, an electrolyte made from two salts, has a wider electrochemical stability window for aqueous lithium-ion batteries. The unprecedented high ionic density in the solution effectively suppresses hydrogen evolution and promotes the formation of a more protective solid electrolyte interphase (SEI).

  17. Author Profiles

    1. Eric N. Jacobsen

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201602433

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      What I appreciate most about my friends is their not taking themselves too seriously. My motto is don't complain about things you can't change.

    2. Olivier Baudoin

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201603596

      Thumbnail image of graphical abstract

      If I could be anyone for a day, I would be Bono. The biggest challenge facing scientists is being heard by politicians and decision makers.

    3. Richard Hoogenboom

      Article first published online: 27 APR 2016 | DOI: 10.1002/anie.201603607

      Thumbnail image of graphical abstract

      My favorite painter is M. C. Escher. I am waiting for the day when someone will discover teleportation.

  18. Minireviews

    1. Contrast Agents

      What We Can Really Do with Bioresponsive MRI Contrast Agents

      Priv.-Doz. Dr. Goran Angelovski

      Article first published online: 26 APR 2016 | DOI: 10.1002/anie.201510956

      Thumbnail image of graphical abstract

      Visualization and monitoring of essential biological processes in living organisms can be achieved using bioresponsive MRI contrast agents. After their preparation, further expertise is required from the fields of natural sciences and technology. This Minireview briefly summarizes what aspects need to be considered in the development of bioresponsive agents for their successful in vivo utilization in functional MRI studies.

  19. Communications

    1. Oil Decontamination

      Hydrogel-Assisted Transfer of Graphene Oxides into Nonpolar Organic Media for Oil Decontamination

      Chongling Cheng and Prof. Dayang Wang

      Article first published online: 26 APR 2016 | DOI: 10.1002/anie.201600221

      Thumbnail image of graphical abstract

      New adsorption strategy: Graphene oxide(GO)-loaded agarose hydrogel are readily transferred from water to oil by stepwise solvent exchange, which enables the GOs, loaded in the agarose network, to effectively adsorb polar impurities in oil.

    2. SERS and Boron Nitride

      Boron Nitride Nanosheets Improve Sensitivity and Reusability of Surface Enhanced Raman Spectroscopy

      Qiran Cai, Srikanth Mateti, Prof. Wenrong Yang, Dr. Rob Jones, Dr. Kenji Watanabe, Prof. Takashi Taniguchi, Prof. Shaoming Huang, Prof. Ying Chen and Dr. Lu Hua Li

      Article first published online: 26 APR 2016 | DOI: 10.1002/anie.201600517

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      BN provides silver SERvice: Atomically thin boron nitride (BN) nanosheets coated onto silver nanoparticles improve the sensitivity, reproducibility, stability, and reusability of surface enhanced Raman spectroscopy (SERS).

    3. C−H Activation

      Regioselective C−H Hydroarylation of Internal Alkynes with Arenecarboxylates: Carboxylates as Deciduous Directing Groups

      Dr. Liangbin Huang, Agostino Biafora, Guodong Zhang, Valentina Bragoni and Prof. Dr. Lukas J. Gooßen

      Article first published online: 26 APR 2016 | DOI: 10.1002/anie.201600894

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      Make the switch: A simple ruthenium(II) complex catalyzes the regioselective hydroarylation of internal alkynes with benzoic acids. The conditions can be tuned to switch from a non-decarboxylative to a decarboxylative pathway. Aryl(alkyl)acetylenes react regioselectively with formation of the alkyl-branched 2-vinylbenzoic acids, and propargylic alcohols cyclize to γ-alkylidene-δ-lactones.

    4. Markovnikov Hydrosilylation

      Base Metal-Catalyzed Regiodivergent Alkene Hydrosilylations

      Xiaoyong Du, Dr. Yanlu Zhang, Dr. Dongjie Peng and Prof. Dr. Zheng Huang

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601197

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      Regiodivergent alkene hydrosilylation has been accomplished with high efficiency using a newly developed set of complementary base metal catalyst systems. An inversion of regioselectivity (linear/branched) from >99:1 to <1:99 is obtained when the iron version of the catalyst is exchanged for a cobalt-containing analogue.

    5. Alkynes

      Nickel-Catalyzed Stereoselective Dicarbofunctionalization of Alkynes

      Dr. Zhaodong Li, Andrés García-Domínguez and Prof. Dr. Cristina Nevado

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601296

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      Triple whammy: A nickel-catalyzed three-component reaction involving terminal alkynes, boronic acids, and alkyl halides produces trisubstituted alkenes in a highly regio- and stereocontrolled fashion. The reaction, devoid of air- and moisture-sensitive organometallic reagents and catalysts, is operationally simple and offers a broad scope and functional-group tolerance.

  20. Reviews

    1. Solid-State Chemistry

      Thinking Like a Chemist: Intuition in Thermoelectric Materials

      Dr. Wolfgang G. Zeier, Dr. Alex Zevalkink, Zachary M. Gibbs, Prof. Geoffroy Hautier, Prof. Mercouri G. Kanatzidis and Prof. G. Jeffrey Snyder

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201508381

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      Bonding interactions in thermoelectrics: Chemical bonding concepts and molecular orbital theory are used to understand electronic structures and the electronic and thermal transport in semiconductors. Emphasis is placed on the influence of local bonding interactions, such as bond length and orbital overlap, coordination environment, and the expression of lone-pairs.

  21. Communications

    1. Niobium Methylidyne

      Formation and Redox Interconversion of Niobium Methylidene and Methylidyne Complexes

      Keith Searles, Kyle T. Smith, Takashi Kurogi, Dr. Chun-Hsing Chen, Patrick J. Carroll and Prof. Dr. Daniel J. Mindiola

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201511867

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      Redox switch: Reduction of the niobium methylidene 1 with KC8 results in formation of the first niobium methylidyne 2 through binuclear α-hydrogen elimination (see scheme). Oxidation of 2 with ClCPh3 reforms 1 by virtue of a hydride migration. When 1 is prepared from [(Ar′O)2Nb(CH3)2Cl], isotopic labeling studies suggest a radical mechanism, and a binuclear α-hydrogen abstraction being the most likely operative pathway.

    2. Asymmetric Catalysis

      Enantioselective Organocatalytic Construction of Spiroindane Derivatives by Intramolecular Friedel–Crafts-Type 1,4-Addition

      Dr. Keisuke Yoshida, Yukihiro Itatsu, Yuta Fujino, Hiroki Inoue and Prof. Dr. Ken-ichi Takao

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601683

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      Art and crafts: Intramolecular Friedel–Crafts-type 1,4-addition under organocatalytic conditions enabled the highly enantioselective construction of spiroindanes containing an all-carbon quaternary stereocenter. The reaction was applied to the asymmetric formal synthesis of the spirocyclic natural products (−)-cannabispirenone A and B (see scheme).

    3. Peptidoglycan | Hot Paper

      Muropeptides in Pseudomonas aeruginosa and their Role as Elicitors of β-Lactam-Antibiotic Resistance

      Dr. Mijoon Lee, Supurna Dhar, Dr. Stefania De Benedetti, Dr. Dusan Hesek, Dr. Bill Boggess, Dr. Blas Blázquez, Prof. Kalai Mathee and Prof. Shahriar Mobashery

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601693

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      Muropeptides: A total of 20 muropeptides, which are breakdown products of peptidoglycan, were isolated from Pseuromonas aeruginosa and their structures were elucidated. The least abundant of these metabolites is present at 100 and the most abundant at 55 000 molecules per bacterium. Two of these compounds were shown to be involved in the induction of β-lactamase expression. This effect is the basis for resistance to β-lactam antibiotics in P. aeruginosa.

    4. Asymmetric Catalysis

      Iridium-Catalyzed Enantioselective Hydroalkynylation of Enamides for the Synthesis of Homopropargyl Amides

      Xiao-Yan Bai, Zi-Xuan Wang and Prof. Dr. Bi-Jie Li

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601792

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      Jockeying into position: The title reaction proceeds regioselectively with reaction at the β-position of an enamide, thus delivering homopropargyl amides. Good to high enantioselectivities were observed with an iridium complex ligated by the Ph-BPE ligand. This method provides a straightforward route to the synthesis of chiral homopropargyl amides with a stereocenter β to the amide. cod=1,5-cyclooctadiene, Tf=trifluoromethanesulfonyl.

    5. Organocatalysis

      Organocatalytic Enantioselective Nucleophilic Alkynylation of Allyl Fluorides Affording Chiral Skipped Ene-ynes

      Satoshi Okusu, Hiroki Okazaki, Etsuko Tokunaga, Prof. Vadim A. Soloshonok and Prof. Norio Shibata

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601928

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      Chiral skipped ene-ynes: An organocatalytic enantioselective alkynylation is reported based on Si/F activation of the allylic C−F bond. The reaction features reasonably broad substrate scope, functional group tolerance, and neutral, mild, and operationally convenient reaction conditions.

    6. Natural Product Mimetics

      From Complex Natural Products to Simple Synthetic Mimetics by Computational De Novo Design

      Lukas Friedrich, Dr. Tiago Rodrigues, Claudia S. Neuhaus, Dr. Petra Schneider and Prof. Dr. Gisbert Schneider

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201601941

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      Natural-product-inspired synthesis: Computer-based molecular design suggested synthetically accessible, low molecular weight compounds as mimetics of a complex natural product. The template Englerin A and the designed compounds potently block TRPM8 channels, showing how computational design can be used to generate natural-product-inspired tool compounds for chemical biology and drug discovery.

    7. Heterobimetallic Complexes

      Unusual Metal–Metal Bonding in a Dinuclear Pt–Au Complex: Snapshot of a Transmetalation Process

      Dr. Miguel Baya, Dr. Úrsula Belío, Dr. Israel Fernández, Dr. Sara Fuertes and Dr. Antonio Martín

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201602081

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      The swing of a rare metronome: A bimetallic Pt–Au complex was synthesized and its electronic structure studied by DFT methods. In solution, it showed unusual fluxional behavior involving the formation and cleavage of Au−C bonds (see picture). The complex can be viewed as a model for an intermediate in a transmetalation process promoted by cooperative metal catalysts, whereby the Pt−Au bond anchors the two metallic fragments.

    8. Homogeneous Catalysis

      Rhodium-Catalyzed Cross-Cyclotrimerization and Dimerization of Allenes with Alkynes

      Kazuki Sakashita, Dr. Yu Shibata and Prof. Dr. Ken Tanaka

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201602155

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      A triple cross: A cationic rhodium(I)/binap complex catalyzes the cross-cyclotrimerization of two molecules of a monosubstituted allene with one molecule of a functionalized alkyne to give 3,6-dialkylidenecyclohex-1-enes. In contrast, the reactions involving di- or trisubstituted allenes and/or unfunctionalized alkynes afforded cross-dimerization products, substituted dendralenes. binap=2,2′-bis(diphenylphosphino)-1,1′-binaphthyl.

  22. Book Reviews

    1. Laser Experiments for Chemistry and Physics. By Robert N. Compton and Michael A. Duncan.

      Marcus Motzkus

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201602696

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      Oxford University Press, Oxford, 2015. 416 pp., softcover, £ 35.00.—ISBN 978-0198742982

  23. Communications

    1. Electrocatalysis

      Selenium-Enriched Nickel Selenide Nanosheets as a Robust Electrocatalyst for Hydrogen Generation

      Fengmei Wang, Prof. Yuanchang Li, Tofik Ahmed Shifa, Kaili Liu, Feng Wang, Prof. Zhenxing Wang, Peng Xu, Qisheng Wang and Prof. Jun He

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201602802

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      Excess selenium: Although the undercoordinated surface metal centers of pyrite-type transition-metal dichalcogenides have been suggested to be the main active sites for H2 production, the ligand composition also plays a decisive role. The Se sites and excessive Se atoms on the surface of pyrite-type NiSe2 are now corroborated to be the active sites for electrochemical H2 evolution.

  24. Cover Pictures

    1. You have free access to this content
      Integration of Semiconducting Sulfides for Full-Spectrum Solar Energy Absorption and Efficient Charge Separation

      Tao-Tao Zhuang, Yan Liu, Yi Li, Yuan Zhao, Liang Wu, Prof. Dr. Jun Jiang and Prof. Dr. Shu-Hong Yu

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201603124

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      A ternary semiconductor nanosystem, ZnS–CdS–Cu2−xS, was synthesized by S. H. Yu, J. Jiang, and co-workers in their Communication (DOI: 10.1002/anie.201601865). These heteronanorods benefit from efficient charge separation and absorb across the full spectrum of solar radiation, which leads to superior solar energy conversion.

    2. You have free access to this content
      Triply Linked Corrole Dimers

      Shota Ooi, Dr. Takayuki Tanaka, Kyu Hyung Park, Prof. Dr. Dongho Kim and Prof. Dr. Atsuhiro Osuka

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201603127

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      Corrole, a ring-contracted porphyrinoid with a trapezoid (“mountain-like”) molecular shape, was successfully fused to the triply linked dimer by A. Osuka, D. Kim, T. Tanaka, and co-workers in their Communication (DOI: 10.1002/anie.201601864). This corrole was shown to be a closed-shell nonaromatic compound whereas its reduction with NaBH4 furnished the corresponding aromatic 3H-corrole.

    3. You have free access to this content
      Visible-Light-Driven Water Oxidation by a Molecular Manganese Vanadium Oxide Cluster

      Benjamin Schwarz, Dr. Johannes Forster, McKenna K. Goetz, Duygu Yücel, Claudia Berger, Prof. Dr. Timo Jacob and Prof. Dr. Carsten Streb

      Article first published online: 25 APR 2016 | DOI: 10.1002/anie.201603203

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      Visible-light-driven water oxidation catalysis with a molecular manganese vanadium oxide, [Mn4V4O17(OAc)3]3−, is reported by C. Streb and co-workers in their Communication (DOI: 10.1002/anie.201601799). Turnover numbers and turnover frequencies of up to 1150 and 2 s−1, respectively, were achieved in this process. The cluster is chemically similar to the oxygen-evolving complex, the photosynthetic water oxidation center in plants.

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