Angewandte Chemie International Edition

Cover image for Vol. 54 Issue 28

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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July 01, 2015

Hot Paper: Fragment-Based Discovery of a Dual pan-RET/VEGFR2 Kinase Inhibitor Optimized for Single-Agent Polypharmacology

Brendan Frett, Francesca Carlomagno, Maria Luisa Moccia, Annalisa Brescia, Giorgia Federico, Valentina De Falco, Brittany Admire, Zhongzhu Chen, Wenqing Qi, Massimo Santoro and Hong-yu Li

Fragment-Based Discovery of a Dual pan-RET/VEGFR2 Kinase Inhibitor Optimized for Single-Agent PolypharmacologyDual inhibition: A kinase-directed fragment-based screen identified a novel active pharmacophore for the RET tyrosine kinase (RET=rearranged during transfection). In a medicinal chemistry/polypharmacology approach, Pz-1 was found to be a dual pan-RET/VEGFR2 inhibitor and able to simultaneously treat the parenchyma (RET) and stroma (VEGFR2) of RET-driven tumors in cell and xenograft models.

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July 01, 2015

Hot Paper: A Mixed-Valence Tri-Zinc Complex, [LZnZnZnL] (L=Bulky Amide), Bearing a Linear Chain of Two-Coordinate Zinc Atoms

Jamie Hicks, Emma J. Underhill, Dr. Christos E. Kefalidis, Prof. Laurent Maron and Prof. Cameron Jones

A Mixed-Valence Tri-Zinc Complex, [LZnZnZnL] (L=Bulky Amide), Bearing a Linear Chain of Two-Coordinate Zinc AtomsForm an orderly queue! Reduction of an extremely bulky amido (L*) zinc bromide complex, [L*ZnBr] with a magnesium(I) dimer yields the formally zinc(0) complex, [L*ZnMg(MesNacnac)], which contains the first example of an unsupported Zn[BOND]Mg bond. Its subsequent reaction with ZnBr2 affords the unprecedented mixed-valence, linear tri-zinc complex, [L*ZnIZn0ZnIL*] (see picture).

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July 01, 2015

Hot Paper: Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes

Eric R. Welin, Dr. Alexander A. Warkentin, Dr. Jay C. Conrad and Prof. Dr. David W. C. MacMillan

Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-CyanoaldehydesA combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective cyanoalkylation of aldehydes. This synergistic catalysis protocol makes possible the coupling of two highly versatile yet orthogonal functionalities.

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July 01, 2015

VIP: Forming Stereogenic Centers in Acyclic Systems from Alkynes

Dr. Roxane Vabre, M. Sc. Biana Island, B. Sc. Claudia J. Diehl, Prof. Dr. Peter R. Schreiner and Prof. Dr. Ilan Marek

Forming Stereogenic Centers in Acyclic Systems from AlkynesAll-carbon quaternary stereocenter: The combined carbometalation/zinc homologation of alkynes followed by reactions with α-heterosubstituted aldehydes and imines provides access to functionalized acyclic adducts. These adducts obtained in a single-pot reaction have three new carbon–carbon bonds and two to three stereogenic centers, including a quaternary carbon stereocenter.

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June 27, 2015

Hot Paper: Metal-Mediated Production of Isocyanates, R3EN[DOUBLE BOND]C[DOUBLE BOND]O from Dinitrogen, Carbon Dioxide, and R3ECl

Andrew J. Keane, Wesley S. Farrell, Brendan L. Yonke, Peter Y. Zavalij and Prof. Lawrence R. Sita

Metal-Mediated Production of Isocyanates, R3EN<img src="http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8fe.gif" alt="[DOUBLE BOND]" />C<img src="http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8fe.gif" alt="[DOUBLE BOND]" />O from Dinitrogen, Carbon Dioxide, and R3EClTandem fixation: A highly efficient and versatile chemical cycle has been developed for the production of isocyanates through the molecular fixation of N2, CO2, and R3ECl (E=C, Si and Ge). Key steps include a simultaneous nitrene-group transfer and oxygen-atom transfer.

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June 27, 2015

Hot Paper: Structure Elucidation and Activity of Kolossin A, the D-/L-Pentadecapeptide Product of a Giant Nonribosomal Peptide Synthetase

Prof. Dr. Helge B. Bode, Dr. Alexander O. Brachmann, Dr. Kirtikumar B. Jadhav, Dr. Lydia Seyfarth, Dipl.-Chem. Christina Dauth, Dr. Sebastian W. Fuchs, Dr. Marcel Kaiser, Dr. Nick R. Waterfield, Dipl.-Phys. Holger Sack, Prof. Dr. Stefan H. Heinemann and Prof. Dr. Hans-Dieter Arndt

Structure Elucidation and Activity of Kolossin A, the <span class="smallCaps">D</span>-/<span class="smallCaps">L</span>-Pentadecapeptide Product of a Giant Nonribosomal Peptide SynthetaseSleeping giant: A 1.8 MDa nonribosomal peptide synthetase (NRPS) was identified in the entomopathogenic bacterium Photorhabdus luminescens and its production was activated. Its 15-mer D-/ L-peptide product kolossin A was structurally characterized by combining genomic analysis of the silent gene cluster, molecular biology, LC–MS, and total synthesis. A stereoisomer of kolossin A was found to be active against the pathogen that causes African sleeping sickness.

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June 27, 2015

Hot Paper: Reversible α-Hydrogen and α-Alkyl Elimination in PC(sp3)P Pincer Complexes of Iridium

Dr. Klara J. Jonasson, Dr. Alexey V. Polukeev, Dr. Rocío Marcos, Prof. Mårten S. G. Ahlquist and Prof. Ola F. Wendt

Reversible α-Hydrogen and α-Alkyl Elimination in PC(sp3)P Pincer Complexes of IridiumAn iridium pincer complex undergoes reversible α-alkyl elimination. Under certain conditions, this fundamentally new process for C(sp3)[BOND]C(sp3) bond cleavage has a low barrier that is comparable with that of well known α-hydrogen elimination reactions. Kinetic studies, activation parameters, and DFT calculations are also discussed.

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June 27, 2015

VIP: A Cell-Permeable ATP Analogue for Kinase-Catalyzed Biotinylation

Ahmed E. Fouda and Mary Kay H. Pflum

A Cell-Permeable ATP Analogue for Kinase-Catalyzed BiotinylationA cell-permeable ATP analogue, ATP–polyamine–biotin (APB), acts as a cosubstrate for kinase-catalyzed biotinylation in cellulo. APB provides a foundation for the development of additional cell-permeable ATP analogues for cell-signaling research.

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June 27, 2015

VIP: Methylamine-Gas Induced Defect-Healing Behavior of CH3NH3PbI3 Thin Films for Perovskite Solar Cells

Dr. Zhongmin Zhou, Zaiwei Wang, Yuanyuan Zhou, Dr. Shuping Pang, Dong Wang, Dr. Hongxia Xu, Dr. Zhihong Liu, Prof. Nitin P. Padture and Dr. Guanglei Cui

Methylamine-Gas Induced Defect-Healing Behavior of CH3NH3PbI3 Thin Films for Perovskite Solar CellsA perovskite smoothie: Treating CH3NH3PbI3 (MAPbI3) perovskite thin films with methylamine gas induces a rapid collapse of the perovskite structure and formation of a liquid phase. Removing the gas causes conversion back into the perovskite structure giving a smooth defect-free film. Using the film in perovskite solar cells enhances their performance.

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June 27, 2015

VIP: Reductive Insertion of Elemental Chalcogens into Boron–Boron Multiple Bonds

Prof. Dr. Holger Braunschweig, Theresa Dellermann, Dr. William C. Ewing, Thomas Kramer, Christoph Schneider and Stefan Ullrich

Reductive Insertion of Elemental Chalcogens into Boron–Boron Multiple BondsBond order determined by reactivity: Polychalcogenido bi- and monocyclic compounds have been synthesized through use of the reducing equivalents stored in the form of boron–boron multiple bonds. The triple bond of the diboryne is capable of initiating six-electron reductions, while the boron–boron double bond of a diborene provides four reducing equivalents.

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June 27, 2015

VIP: Protonation-Dependent Base Flipping at Neutral pH in the Catalytic Triad of a Self-Splicing Bacterial Group II Intron

Dr. Maria Pechlaner, Dr. Daniela Donghi, Dr. Veronika Zelenay and Prof. Dr. Roland K. O. Sigel

Protonation-Dependent Base Flipping at Neutral pH in the Catalytic Triad of a Self-Splicing Bacterial Group II IntronStrongly shifted: Two adenines in the highly conserved and catalytically essential domain 5 of group II introns become protonated near physiological pH values. The associated dynamic equilibria play an important role in group II intron assembly and catalysis.

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June 26, 2015

Hot Paper: Sequential Anion and Cation Exchange Reactions for Complete Material Transformations of Nanoparticles with Morphological Retention

James M. Hodges, Karel Kletetschka, Julie L. Fenton, Carlos G. Read and Prof. Raymond E. Schaak

Sequential Anion and Cation Exchange Reactions for Complete Material Transformations of Nanoparticles with Morphological RetentionComplete transformation: Metal oxide nanocrystals can be transformed into chalcogenides of different metals using sequential anion and cation exchange reactions. The products retain the morphology of the starting material, but contain entirely different elemental components. Morphology and composition control in colloidal nanocrystal synthesis are thus fully decoupled.

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July 01, 2015
Hot Paper: Fragment-Based Discovery of a Dual pan-RET/VEGFR2 Kinase Inhibitor Optimized for Single-Agent Polypharmacology

July 01, 2015
Hot Paper: A Mixed-Valence Tri-Zinc Complex, [LZnZnZnL] (L=Bulky Amide), Bearing a Linear Chain of Two-Coordinate Zinc Atoms

July 01, 2015
Hot Paper: Enantioselective α-Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β-Cyanoaldehydes

July 01, 2015
VIP: Forming Stereogenic Centers in Acyclic Systems from Alkynes

June 27, 2015
Hot Paper: Metal-Mediated Production of Isocyanates, R3EN[DOUBLE BOND]C[DOUBLE BOND]O from Dinitrogen, Carbon Dioxide, and R3ECl

June 27, 2015
Hot Paper: Structure Elucidation and Activity of Kolossin A, the D-/L-Pentadecapeptide Product of a Giant Nonribosomal Peptide Synthetase

June 27, 2015
Hot Paper: Reversible α-Hydrogen and α-Alkyl Elimination in PC(sp3)P Pincer Complexes of Iridium

June 27, 2015
VIP: A Cell-Permeable ATP Analogue for Kinase-Catalyzed Biotinylation

June 27, 2015
VIP: Methylamine-Gas Induced Defect-Healing Behavior of CH3NH3PbI3 Thin Films for Perovskite Solar Cells

June 27, 2015
VIP: Reductive Insertion of Elemental Chalcogens into Boron–Boron Multiple Bonds

June 27, 2015
VIP: Protonation-Dependent Base Flipping at Neutral pH in the Catalytic Triad of a Self-Splicing Bacterial Group II Intron

June 26, 2015
Hot Paper: Sequential Anion and Cation Exchange Reactions for Complete Material Transformations of Nanoparticles with Morphological Retention

June 26, 2015
Hot Paper: Black Gold: Plasmonic Colloidosomes with Broadband Absorption Self-Assembled from Monodispersed Gold Nanospheres by Using a Reverse Emulsion System

June 24, 2015
Angewandte Chemie 27/2015: Nobels, Let There Be Light!

June 24, 2015
Hot Paper: Photonic Crystals with a Reversibly Inducible and Erasable Defect State Using External Stimuli

June 20, 2015
Hot Paper: The Radiative Lifetime in Near-IR-Luminescent Ytterbium Cryptates: The Key to Extremely High Quantum Yields

June 19, 2015
Hot Paper: The Retro-Hydroformylation Reaction

June 19, 2015
Hot Paper: Reductive Cleavage of Carbon Monoxide by a Disilenide

June 19, 2015
Hot Paper: An Aluminum Hydride That Functions like a Transition-Metal Catalyst

June 19, 2015
VIP: Photocontrolled Reversible Conversion of Nanotube and Nanoparticle Mediated by β-Cyclodextrin Dimers

June 18, 2015
The Impact of Angewandte Chemie on the Rise

June 18, 2015
Angewandte Chemie 26/2015: Well Timed

June 18, 2015
Hot Paper: Small-Molecule-Mediated Degradation of the Androgen Receptor Through Hydrophobic Tagging

June 18, 2015
VIP: Selective Photooxidation of a Mustard-Gas Simulant Catalyzed by a Porphyrinic Metal–Organic Framework

June 17, 2015
Hot Paper: Real-time Monitoring of Discrete Synaptic Release Events and Excitatory Potentials within Self-reconstructed Neuro-muscular Junctions

June 17, 2015
VIP: Chemical Ligation and Isotope Labeling to Locate Dynamic Effects during Catalysis by Dihydrofolate Reductase

June 13, 2015
Hot Paper: Nickel-Catalyzed Alkyl–Alkyl Cross-Couplings of Fluorinated Secondary Electrophiles: A General Approach to the Synthesis of Compounds having a Perfluoroalkyl Substituent

June 13, 2015
Hot Paper: Ligand-Assisted Co-Assembly Approach toward Mesoporous Hybrid Catalysts of Transition-Metal Oxides and Noble Metals: Photochemical Water Splitting

June 13, 2015
VIP: In Situ Modification of Metal–Organic Frameworks in Mixed-Matrix Membranes

June 13, 2015
VIP: Access to Stable Metalloradical Cations with Unsupported and Isomeric Metal–Metal Hemi-Bonds

June 13, 2015
VIP: Strand-Biased Formation of G-Quadruplexes in DNA Duplexes Transcribed with T7 RNA Polymerase

June 12, 2015
Hot Paper: Acetone-Linked Peptides: A Convergent Approach for Peptide Macrocyclization and Labeling

June 12, 2015
Hot Paper: Facile Access to Fluoromethylated Arenes by Nickel-Catalyzed Cross-Coupling between Arylboronic Acids and Fluoromethyl Bromide

June 12, 2015
VIP: Identification of tert-Butyl Cations in Zeolite H-ZSM-5: Evidence from NMR Spectroscopy and DFT Calculations

June 12, 2015
VIP: Precise Molecular Fission and Fusion: Quantitative Self-Assembly and Chemistry of a Metallo-Cuboctahedron

June 12, 2015
VIP: Oxidative Decarboxylation of Short-Chain Fatty Acids to 1-Alkenes

June 11, 2015
Angewandte Chemie 25/2015: Selective Chemistry

June 11, 2015
Hot Paper: Step-by-Step Growth of Complex Oxide Microstructures

June 11, 2015
Hot Paper: Cartilage-Specific Near-Infrared Fluorophores for Biomedical Imaging

June 11, 2015
Hot Paper: Metal-Free Dehydrogenative Diels–Alder Reactions of 2-Methyl-3-Alkylindoles with Dienophiles: Rapid Access to Tetrahydrocarbazoles, Carbazoles, and Heteroacenes

June 11, 2015
Hot Paper: Autonomous Chemical Sensing Interface for Universal Cell Phone Readout

June 11, 2015
VIP: A Photoresponsive Smart Covalent Organic Framework

June 10, 2015
Hot Paper: Fragment-Based De Novo Design Reveals a Small-Molecule Inhibitor of Helicobacter Pylori HtrA

June 10, 2015
VIP: Recruitment and Immobilization of a Fluorinated Biomarker Across an Interfacial Phospholipid Film using a Fluorocarbon Gas

June 10, 2015
VIP: Stereoselective Synthesis of Highly Substituted Tetrahydrofurans through Diverted Carbene O[BOND]H Insertion Reaction

June 09, 2015
Hot Paper: Pim Kinase Inhibitors Evaluated with a Single-Molecule Engineered Nanopore Sensor

June 06, 2015
Hot Paper: Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant

June 06, 2015
VIP: Dynamic Release of Bending Stress in Short dsDNA by Formation of a Kink and Forks

June 04, 2015
Hot Paper: Total Synthesis of Limonin

June 04, 2015
Hot Paper: Next-Generation o-Nitrobenzyl Photolabile Groups for Light-Directed Chemistry and Microarray Synthesis

June 04, 2015
VIP: Fluorine Rich Fluorides: New Insights into the Chemistry of Polyfluoride Anions

June 02, 2015
Angewandte Chemie 24/2015: The Many Shapes and Forms of Chemistry

June 02, 2015
Hot Paper: Stereoselective Organocatalytic Synthesis of Oxindoles with Adjacent Tetrasubstituted Stereocenters

June 02, 2015
Hot Paper: Hydroaminomethylation Beyond Carbonylation: Allene–Imine Reductive Coupling by Ruthenium-Catalyzed Transfer Hydrogenation

June 02, 2015
Hot Paper: An Alternative Anionic Polyelectrolyte for Aqueous PEDOT Dispersions: Toward Printable Transparent Electrodes

June 02, 2015
VIP: Highly Efficient Glutathione Peroxidase and Peroxiredoxin Mimetics Protect Mammalian Cells against Oxidative Damage

May 27, 2015
Hot Paper: Computer-Aided Design of Ionic Liquids as CO2 Absorbents

May 27, 2015
Hot Paper: Carbon Nanodots: Supramolecular Electron Donor–Acceptor Hybrids Featuring Perylenediimides

May 27, 2015
Hot Paper: Prometabolites of 5-Diphospho-myo-inositol Pentakisphosphate

May 27, 2015
Hot Paper: Tetrabenzoperipentacene: Stable Five-Electron Donating Ability and a Discrete Triple-Layered β-Graphite Form in the Solid State

May 27, 2015
Hot Paper: Carbon Dioxide Activation and Reaction Induced by Electron Transfer at an Oxide–Metal Interface

May 27, 2015
Hot Paper: Epigenetic Genome Mining of an Endophytic Fungus Leads to the Pleiotropic Biosynthesis of Natural Products

May 27, 2015
Hot Paper: A Versatile Room-Temperature Route to Di- and Trisubstituted Allenes Using Flow-Generated Diazo Compounds

May 27, 2015
Hot Paper: Size-Dependent Ligand Layer Dynamics in Semiconductor Nanocrystals Probed by Anisotropy Measurements

May 27, 2015
VIP: Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids

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