Angewandte Chemie International Edition

Cover image for Vol. 54 Issue 32

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

Upcoming VIPs

The following papers are very important in the opinion of two referees.

You are invited to comment on published VIPs. Please use the link given at the end of each such abstract. Scientific comments may be forwarded to the authors by the editorial office and may be posted on this page. Kindly let us know if your comments are for the editorial office only, the author, or the public as well.

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Palladium-Catalyzed Decarbonylative Dehydration for the Synthesis of α-Vinyl Carbonyl Compounds and Total Synthesis of (−)-Aspewentins A, B, and C

Yiyang Liu, Dr. Scott C. Virgil, Prof. Robert H. Grubbs and Prof. Brian M. Stoltz

Palladium-Catalyzed Decarbonylative Dehydration for the Synthesis of α-Vinyl Carbonyl Compounds and Total Synthesis of (−)-Aspewentins A, B, and CVinyl unveiled: It is described that δ-oxocarboxylic acids can serve as masked vinyl compounds and be unveiled by Pd-catalyzed decarbonylative dehydration to enable the α-vinylation of carbonyl compounds to form a quaternary stereocenter. A variety of α-vinyl quaternary carbonyl compounds are obtained in good yields, and an application in the first enantioselective total synthesis of (−)-aspewentins A–C is demonstrated.

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Self-Pillared, Single-Unit-Cell Sn-MFI Zeolite Nanosheets and Their Use for Glucose and Lactose Isomerization

Dr. Limin Ren, Dr. Qiang Guo, Prashant Kumar, Marat Orazov, Dandan Xu, Prof. Saeed M. Alhassan, Prof. K. Andre Mkhoyan, Prof. Mark E. Davis and Prof. Michael Tsapatsis

Self-Pillared, Single-Unit-Cell Sn-MFI Zeolite Nanosheets and Their Use for Glucose and Lactose IsomerizationThe adventures of thin tin: Sn is introduced in the framework of single-unit-cell (2 nm thick) zeolite MFI lamellae, which are intergrown in a self-pillared arrangement to obtain a hierarchical micro/mesoporous Lewis acid catalyst. Its conversion and selectivity are better than those of other micro- and mesoporous Sn-containing catalysts for isomerization of mono- and di-sacharides.

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Catalytic Degradation of Sulfur Hexafluoride by Rhodium Complexes

M. Sc. Lada Zámostná and Prof. Dr. Thomas Braun

Catalytic Degradation of Sulfur Hexafluoride by Rhodium ComplexesGreenhouse-gas degradation: Rhodium complexes effectively catalyze the activation and degradation of the greenhouse gas SF6. The reactions proceed in a homogeneous phase under mild conditions. Using phosphines and hydrosilanes to scavenge the S and F atoms of the SF6 molecule allows the selective transformation of SF6 into sulfides and fluorosilanes.

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Methoxydiphenylamine-Substituted Carbazole Twin Derivative: An Efficient Hole-Transporting Material for Perovskite Solar Cells

Paul Gratia, Artiom Magomedov, Dr. Tadas Malinauskas, Dr. Maryte Daskeviciene, Dr. Antonio Abate, Dr. Shahzada Ahmad, Prof. Dr. Michael Grätzel, Prof. Vytautas Getautis and Prof. Dr. Mohammad Khaja Nazeeruddin

Methoxydiphenylamine-Substituted Carbazole Twin Derivative: An Efficient Hole-Transporting Material for Perovskite Solar CellsQuick and easy: The readily synthesized methoxydiphenylamine-substituted carbazole (V886), a hole-transporting material, has been used in perovskite solar cells with a power conversion efficiency of 17 %. This is the second highest conversion efficiency after that of solar cells with the hole transporter Spiro-OMeTAD.

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A Graphitic-C3N4 “Seaweed” Architecture for Enhanced Hydrogen Evolution

Qing Han, Bing Wang, Yang Zhao, Chuangang Hu and Prof. Liangti Qu

A Graphitic-C3N4 “Seaweed” Architecture for Enhanced Hydrogen EvolutionWeeding out hydrogen: A straightforward template-free freeze-drying method affords a graphitic-C3N4 “seaweed” architecture of one-dimensional mesoporous fibers. This seaweed architecture has a highly efficient photocatalytic activity for hydrogen evolution from water under visible-light irradiation that is better than most reported nanostructured g-C3N4 catalysts.

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Head-to-Tail Zig-Zag Packing of Dipolar Merocyanine Dyes Affords High-Performance Organic Thin-Film Transistors

Dr. Aifeng Lv, Dr. Matthias Stolte and Prof. Dr. Frank Würthner

Head-to-Tail Zig-Zag Packing of Dipolar Merocyanine Dyes Affords High-Performance Organic Thin-Film TransistorsA merocyanine transistor: A crystal engineering approach afforded a new packing arrangement for a dipolar merocyanine dye that led to thin-film transistors with high mobility of 0.64 cm2 V−1 s−1. Because of the optical properties and the suitable orientation of the transition dipoles parallel to the substrate these molecules might be promising for organic photovoltaic applications as well.

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Morphological and Structural Evolutions of Metal–Organic Framework Particles from Amorphous Spheres to Crystalline Hexagonal Rods

Dr. Hee Jung Lee, Junghun We, Jun Oh Kim, Dooyoung Kim, Wonhee Cha, Eunji Lee, Jeungwon Sohn and Prof. Moonhyun Oh

Morphological and Structural Evolutions of Metal–Organic Framework Particles from Amorphous Spheres to Crystalline Hexagonal RodsSynthesis of MOF particles: Morphological and structural changes of metal–organic framework (MOF) particles are associated with the relative amounts of the two organic linkers (isophthalic acid and 1,4-benzenedicarboxylic acid; see picture) incorporated within MOF particles. The incorporated ratios of the two organic linkers and thus the resulting morphology and porosity of the MOF were conveniently controlled.

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Solution-Processable Donor–Acceptor Compound Containing Boron(III) Centers for Small-Molecule-Based High-Performance Ternary Electronic Memory Devices

Dr. Chun-Ting Poon, Dr. Di Wu, Dr. Wai Han Lam and Prof. Dr. Vivian Wing-Wah Yam

Solution-Processable Donor–Acceptor Compound Containing Boron(III) Centers for Small-Molecule-Based High-Performance Ternary Electronic Memory DevicesHigh memory performance: Small-molecule-based ternary organic memory devices have been fabricated from a solution-processable boron(III)-containing donor–acceptor compound (see picture). This novel molecule displays high ternary memory performances with low turn-on and distinct threshold voltages, small reading bias, and long retention time with a large ON/OFF ratio of each state.

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Boronate-Affinity Glycan-Oriented Surface Imprinting: A New Strategy to Mimic Lectins for the Recognition of an Intact Glycoprotein and Its Characteristic Fragments

Zijun Bie, Yang Chen, Jin Ye, Shuangshou Wang and Prof. Dr. Zhen Liu

Boronate-Affinity Glycan-Oriented Surface Imprinting: A New Strategy to Mimic Lectins for the Recognition of an Intact Glycoprotein and Its Characteristic FragmentsSweet-test thing: Boronate-affinity glycan-oriented surface imprinting was used to prepare molecularly imprinted polymers (MIPs) with lectin-like binding properties. As a proof of principle, glycan-imprinted magnetic nanoparticles (MNPs) that enable the recognition of an intact glycoprotein and its characteristic fragments through binding to the attached glycans were prepared.

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S-Doping of an Fe/N/C ORR Catalyst for Polymer Electrolyte Membrane Fuel Cells with High Power Density

Yu-Cheng Wang, Yu-Jiao Lai, Lin Song, Prof. Zhi-You Zhou, Prof. Jian-Guo Liu, Dr. Qiang Wang, Dr. Xiao-Dong Yang, Chi Chen, Wei Shi, Yan-Ping Zheng, Muhammad Rauf and Prof. Shi-Gang Sun

S-Doping of an Fe/N/C ORR Catalyst for Polymer Electrolyte Membrane Fuel Cells with High Power DensityA non-precious Fe/N/C electrocatalyst was prepared through pyrolysis of Fe(SCN)3, poly-m-phenylenediamine, and carbon black. The obtained Fe/N/C catalyst has high level of S doping and high surface area, and thus exhibits excellent catalytic activity for the oxygen reduction reaction in acidic solution. A polymer electrolyte membrane fuel cell using this catalyst as the cathode can yield a maximal power density as high as 1.03 W cm−2.

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1,3-Butadienyl Dianions as Non-Innocent Ligands: Synthesis and Characterization of Aromatic Dilithio Rhodacycles

Junnian Wei, Yongliang Zhang, Prof. Dr. Wen-Xiong Zhang and Prof. Dr. Zhenfeng Xi

1,3-Butadienyl Dianions as Non-Innocent Ligands: Synthesis and Characterization of Aromatic Dilithio RhodacyclesGive and take: Dilithio reagents that are a type of 1,3-butadienyl dianion react with [{RhCl(cod)}2] to give aromatic dilithio rhodacycles. In this process, the dilithio compounds behave as non-innocent ligands and formal oxidants. Thus organolithium compounds with suitable π conjugation can act as electron acceptors.

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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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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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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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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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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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Photocontrolled Reversible Conversion of Nanotube and Nanoparticle Mediated by β-Cyclodextrin Dimers

He-Lue Sun, Dr. Yong Chen, Jin Zhao and Prof. Dr. Yu Liu

Photocontrolled Reversible Conversion of Nanotube and Nanoparticle Mediated by β-Cyclodextrin DimersPhotodriven interconversion: A photoswitchable supramolecular nanotube–nanoparticle system was constructed through secondary assembly of self-aggregates of amphiphilic porphyrin derivatives (see picture). These nanoassemblies repeatedly interconvert upon irradiation at 365 and 450 nm.

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