Angewandte Chemie International Edition

Cover image for Vol. 54 Issue 17

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

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April 18, 2015

VIP: High-Fidelity Noncovalent Synthesis of Hydrogen-Bonded Macrocyclic Assemblies

Carlos Montoro-García, Jorge Camacho-García, Dr. Ana M. López-Pérez, Nerea Bilbao, Sonia Romero-Pérez, Dr. María J. Mayoral and Dr. David González-Rodríguez

High-Fidelity Noncovalent Synthesis of Hydrogen-Bonded Macrocyclic AssembliesFine design of a dinucleoside monomer leads to hydrogen-bonded macrocyclic tetramer assemblies with high effective molarities and remarkable thermodynamic and kinetic stability. The behavior of these assemblies in various solvents is discussed.

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April 17, 2015

VIP: Responsive Inverse Opal Hydrogels for the Sensing of Macromolecules

Ing. Jean-Philippe Couturier, Dr. Martin Sütterlin, Prof. Dr. André Laschewsky, Dr. Cornelia Hettrich and Dr. Erik Wischerhoff

Responsive Inverse Opal Hydrogels for the Sensing of MacromoleculesA successful marriage: The combination of smart hydrogels and inverse opal structures unites simplicity with efficacy for sensing macromolecules. While the inverse opal structure provides structural color and a large accessible interface for binding, the induced phase transition of the analyte-responsive hydrogel produces strong optical effects. The resulting spectral shifts can surpass 100 nm and are easily detected.

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April 16, 2015

Angewandte Chemie 17/2015: The Peak of Asymmetry

Angewandte Chemie 17/2015: The Peak of AsymmetryIn this issue, B. M. Trost and M. Rao review the development of chiral sulfoxide ligands for asymmetric catalysis. What strategies for the synthesis of enantiopure sulfoxides are available? In a Minireview, M. B. Herbert and R. H. Grubbs discuss Z-selective cross metathesis with ruthenium catalysts. The Highlights deal with carbon–carbon bond formation through photoredox catalysis (M. Beller et al.) and cyclobutanes for the synthesis of (hetero)cyclic compounds (H.-U. Reissig and R. Zimmer). The 50th anniversary of the Bürgenstock Conference is covered in an Essay by K. Müller and an Editorial by J. S. Siegel.

In the Communications section, S. Rau et al. show how the metal in the catalytic center of a molecular photocatalyst determines the mechanism of hydrogen production (see picture). J. Y. Lee et al. designed dual emitting cores for green thermally activated delayed fluorescent materials, and J. M. Farell and D. W. Stephan synthesized planar N-heterocyclic carbene diarylborenium ions by cationic borylation.

Browse issue 17/2015 now.

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April 16, 2015

Hot Paper: Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

Huihui Kong, Likun Wang, Qiang Sun, Chi Zhang, Dr. Qinggang Tan and Prof. Dr. Wei Xu

Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM ManipulationLateral STM manipulations enable the controllable scission of a complicated metal–organic cluster consisting of nickel atoms and uracil molecules (see Scheme, left) into its elementary structural motifs (right). Furthermore, the elementary units can be seamlessly stitched back together into the original cluster. STM=scanning tunneling microscopy.

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April 15, 2015

VIP: Induction of Immunogenic Cell Death by Chemotherapeutic Platinum Complexes

Daniel Yuan Qiang Wong, Wendy Wei Fang Ong and Prof. Wee Han Ang

Induction of Immunogenic Cell Death by Chemotherapeutic Platinum ComplexesFor the long run: Some chemotherapeutics can activate a long-term immune-mediated response against cancer by triggering an immunogenic mode of cancer cell death (ICD). A library of platinum complexes were studied, and a potent Pt-based ICD inducer was thus identified.

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April 13, 2015

Hot Paper: C[BOND]H Alkenylations with Alkenyl Acetates, Phosphates, Carbonates, and Carbamates by Cobalt Catalysis at 23 °C

M. Sc. Marc Moselage, M. Sc. Nicolas Sauermann, B. Sc. Sven C. Richter and Prof. Dr. Lutz Ackermann

C<img src="http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif" alt="[BOND]" />H Alkenylations with Alkenyl Acetates, Phosphates, Carbonates, and Carbamates by Cobalt Catalysis at 23 °CInexpensive cobalt catalysis enabled the C[BOND]H alkenylation of unactivated (hetero)arenes with enol derivatives at ambient temperature. The versatile cobalt catalyst was employed for challenging C[BOND]H/C[BOND]O cleavage reactions with alkenyl acetates, carbamates, carbonates, and phosphates in a stereoconvergent fashion.

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April 13, 2015

Hot Paper: LP99: Discovery and Synthesis of the First Selective BRD7/9 Bromodomain Inhibitor

Peter G. K. Clark, Dr. Lucas C. C. Vieira, Dr. Cynthia Tallant, Dr. Oleg Fedorov, Dr. Dean C. Singleton, Dr. Catherine M. Rogers, Octovia P. Monteiro, James M. Bennett, Dr. Roberta Baronio, Dr. Susanne Müller, Dr. Danette L. Daniels, Jacqui Méndez, Prof. Dr. Stefan Knapp, Dr. Paul E. Brennan and Prof. Dr. Darren J. Dixon

LP99: Discovery and Synthesis of the First Selective BRD7/9 Bromodomain InhibitorBRD7 and BRD9 are bromodomain proteins and part of some chromatin-remodeling complexes. A fragment lead was rapidly optimized through structure-based design and exploitation of a stereoselective nitro-Mannich/lactamization cascade process to give the first potent and selective BRD7/9 inhibitor, LP99. Treatment with LP99 led to displacement of BRD7 and BRD9 from chromatin and down-regulation of the pro-inflammatory cytokine IL-6.

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April 13, 2015

Hot Paper: 2D Zeolite Coatings: Langmuir–Schaefer Deposition of 3 nm Thick MFI Zeolite Nanosheets

Neel Rangnekar, Meera Shete, Dr. Kumar Varoon Agrawal, Dr. Berna Topuz, Prashant Kumar, Dr. Qiang Guo, Issam Ismail, Prof. Abdulrahman Alyoubi, Prof. Sulaiman Basahel, Dr. Katabathini Narasimharao, Prof. Christopher W. Macosko, Prof. K. Andre Mkhoyan, Prof. Shaeel Al-Thabaiti, Prof. Benjamin Stottrup and Prof. Michael Tsapatsis

2D Zeolite Coatings: Langmuir–Schaefer Deposition of 3 nm Thick MFI Zeolite NanosheetsZeolite films: Acid treatment was used to prepare stable suspensions of MFI zeolite nanosheets in ethanol. Nanosheets from these suspensions showed high surface activity and could be transferred using the Langmuir–Schaefer technique to obtain monolayer coatings (3 nm thick). Secondary growth of the monolayer coatings resulted in sub-12 nm intergrown zeolite thin films.

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April 09, 2015

VIP: Biomimetic Total Synthesis of Santalin Y

Dr. Sebastian Strych, Dr. Guillaume Journot, Ryan P. Pemberton, Dr. Selina C. Wang, Prof. Dr. Dean J. Tantillo and Prof. Dr. Dirk Trauner

Biomimetic Total Synthesis of Santalin YHigh five! The five stereocenters of santalin Y, a complex yet racemic natural product, were installed in a single operation. Quantum chemical computations point to a concerted 1,3-dipolar cycloaddition that involves a “vinylogous oxidopyrylium species” as the key step.

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April 08, 2015

Angewandte Chemie 16/2015: Iron is Hot

Angewandte Chemie 16/2015: Iron is HotIn this issue, D. Faivre and T. Ukmar Godec review the biomineralization of iron oxides in organisms that range from bacteria to mollusks. What properties and functionalities do these biominerals offer that abiotically formed materials, made of the same mineral, usually lack? In an Essay, P. Karen discusses the definition of the oxidation state. The Highlights deal with the manipulation of DNA and RNA based on a bacterial defense system (A. Rentmeister) and expanded porphyrins (F. D'Souza).

In the Communications section, Y. Toker et al. show how to directly measure the isomerization barrier of the isolated retinal chromophore (see picture). J. Breu et al. succeeded in the encapsulation of functional organic compounds in nanoglasses for optically anisotropic coatings. M. Ogasawara et al. report on the enantioselective synthesis of macrocyclic heterobiaryl derivatives by ring-closing metathesis and I. Manners et al. describe iron-catalyzed dehydropolymerization as a convenient route to poly(phosphinoboranes).

Browse issue 16/2015 now.

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April 03, 2015

Hot Paper: The Ruthenostannylene Complex [Cp*(IXy)H2Ru-Sn-Trip]: Providing Access to Unusual Ru-Sn Bonded Stanna-imine, Stannene, and Ketenylstannyl Complexes

Hsueh-Ju Liu, Micah S. Ziegler and Prof. Dr. T. Don Tilley

The Ruthenostannylene Complex [Cp*(IXy)H2Ru-Sn-Trip]: Providing Access to Unusual Ru-Sn Bonded Stanna-imine, Stannene, and Ketenylstannyl ComplexesReactivity studies of the thermally stable ruthenostannylene complex [Cp*(IXy)(H)2Ru[BOND]Sn[BOND]Trip] (1) towards a variety of organic substrates are described. This complex is used for the construction of new metal–tin complexes featuring low-valent or unsaturated tin centers. IXy=1,3-bis(2,6-dimethylphenyl)imidazol-2-ylidene; Cp*=η5-C5Me5; Trip=2,4,6-iPr3C6H2.

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April 02, 2015

Hot Paper: Reconstitution of Biosynthetic Machinery for the Synthesis of the Highly Elaborated Indole Diterpene Penitrem

Dr. Chengwei Liu, Koichi Tagami, Dr. Atsushi Minami, Tomoyuki Matsumoto, Jens Christian Frisvad, Hideyuki Suzuki, Jun Ishikawa, Katsuya Gomi and Prof. Dr. Hideaki Oikawa

Reconstitution of Biosynthetic Machinery for the Synthesis of the Highly Elaborated Indole Diterpene PenitremThe gene cluster that is responsible for the biosynthesis of the indole diterpene penitrem A has been identified. Thirteen out of the seventeen involved transformations were elucidated by heterologous reconstitution of the relevant genes and found to feature a prenylation-initiated cationic cyclization (PtmE) and two successive P450-catalyzed oxidative reactions to install the bicyclo[4.2.0]heptane skeleton.

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April 18, 2015
VIP: High-Fidelity Noncovalent Synthesis of Hydrogen-Bonded Macrocyclic Assemblies

April 17, 2015
VIP: Responsive Inverse Opal Hydrogels for the Sensing of Macromolecules

April 16, 2015
Angewandte Chemie 17/2015: The Peak of Asymmetry

April 16, 2015
Hot Paper: Controllable Scission and Seamless Stitching of Metal–Organic Clusters by STM Manipulation

April 15, 2015
VIP: Induction of Immunogenic Cell Death by Chemotherapeutic Platinum Complexes

April 13, 2015
Hot Paper: C[BOND]H Alkenylations with Alkenyl Acetates, Phosphates, Carbonates, and Carbamates by Cobalt Catalysis at 23 °C

April 13, 2015
Hot Paper: LP99: Discovery and Synthesis of the First Selective BRD7/9 Bromodomain Inhibitor

April 13, 2015
Hot Paper: 2D Zeolite Coatings: Langmuir–Schaefer Deposition of 3 nm Thick MFI Zeolite Nanosheets

April 09, 2015
VIP: Biomimetic Total Synthesis of Santalin Y

April 08, 2015
Angewandte Chemie 16/2015: Iron is Hot

April 03, 2015
Hot Paper: The Ruthenostannylene Complex [Cp*(IXy)H2Ru-Sn-Trip]: Providing Access to Unusual Ru-Sn Bonded Stanna-imine, Stannene, and Ketenylstannyl Complexes

April 02, 2015
Hot Paper: Reconstitution of Biosynthetic Machinery for the Synthesis of the Highly Elaborated Indole Diterpene Penitrem

April 01, 2015
Angewandte Chemie 15/2015: Energize!

April 01, 2015
Hot Paper: Next-Generation Sequencing as Input for Chemometrics in Differential Sensing Routines

April 01, 2015
Hot Paper: Red, Green, and Blue Luminescence by Carbon Dots: Full-Color Emission Tuning and Multicolor Cellular Imaging

March 30, 2015
Angewandte Chemie 14/2015: Overcoming Limitations

March 26, 2015
Hot Paper: Multifunctional Reagents for Quantitative Proteome-Wide Analysis of Protein Modification in Human Cells and Dynamic Profiling of Protein Lipidation During Vertebrate Development

March 26, 2015
Hot Paper: Formation of BN Isosteres of Azo Dyes by Ring Expansion of Boroles with Azides

March 26, 2015
VIP: Structural Transformation: Assembly of an Otherwise Inaccessible DNA Nanocage

March 26, 2015
VIP: Secondary Crystal Nucleation: Nuclei Breeding Factory Uncovered

March 25, 2015
Hot Paper: Intracellular Modulation of Excited-State Dynamics in a Chromophore Dyad: Differential Enhancement of Photocytotoxicity Targeting Cancer Cells

March 25, 2015
VIP: Origin of Extraordinary Stability of Square-Planar Carbon Atoms in Surface Carbides of Cobalt and Nickel

March 25, 2015
VIP: A Unique Fluoride Nanocontainer: Porous Molecular Capsules Can Accommodate an Unusually High Number of “Rather Labile” Fluoride Anions

March 21, 2015
Hot Paper: Widening Synthesis Bottlenecks: Realization of Ultrafast and Continuous-Flow Synthesis of High-Silica Zeolite SSZ-13 for NOx Removal

March 21, 2015
Hot Paper: Controlling the Origins of Inflammation with a Photoactive Lipopeptide Immunopotentiator

March 21, 2015
Hot Paper: Strained Cyclooctyne as a Molecular Platform for Construction of Multimodal Imaging Probes

March 21, 2015
VIP: A Constellation of Deuterium-Labeled Silanes as a Simple Mechanistic Probe not Requiring Absolute Configuration Determination

March 18, 2015
Hot Paper: Bioorthogonal Deprotection on the Dendritic Cell Surface for Chemical Control of Antigen Cross-Presentation

March 18, 2015
Hot Paper: Heterogeneously Catalyzed Direct C[BOND]H Thiolation of Heteroarenes

March 18, 2015
Hot Paper: Macromolecular Surface Design: Photopatterning of Functional Stable Nitrile Oxides

March 18, 2015
VIP: Improving the Electrochemical Performance of the Li4Ti5O12 Electrode in a Rechargeable Magnesium Battery by Lithium–Magnesium Co-Intercalation

March 18, 2015
VIP: Direct C(sp2)[BOND]C(sp3) Cross-Coupling of Diaryl Zinc Reagents with Benzylic, Primary, Secondary, and Tertiary Alkyl Halides

March 17, 2015
Hot Paper: A Promiscuous De Novo Retro-Aldolase Catalyzes Asymmetric Michael Additions via Schiff Base Intermediates

March 17, 2015
Hot Paper: Self-Template-Directed Synthesis of Porous Perovskite Nanowires at Room Temperature for High-Performance Visible-Light Photodetectors

March 13, 2015
VIP: High Ethene/Ethane Selectivity in 2,2′-Bipyridine-Based Silver(I) Complexes by Removal of Coordinated Solvent

March 12, 2015
VIP: A Facile and Universal Top-Down Method for Preparation of Monodisperse Transition-Metal Dichalcogenide Nanodots

March 10, 2015
Hot Paper: Iridium-Catalyzed Reductive Carbon–Carbon Bond Cleavage Reaction on a Curved Pyridylcorannulene Skeleton

March 10, 2015
Hot Paper: A FRET Probe for Cell-Based Imaging of Ganglioside-Processing Enzyme Activity and High-Throughput Screening

March 10, 2015
VIP: Solvated Graphene Frameworks as High-Performance Anodes for Lithium-Ion Batteries

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