Angewandte Chemie International Edition

Cover image for Vol. 56 Issue 10

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, ChemPhotoChem, 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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Understanding of Strain Effect in Electrochemical Reduction of CO2: Using Pd Nanostructures as an Ideal Platform

Dr. Hongwen Huang, Huanhuan Jia, Zhao Liu, Pengfei Gao, Jiangtao Zhao, Prof. Zhenlin Luo, Prof. Jinlong Yang and Prof. Jie Zeng

Understanding of Strain Effect in Electrochemical Reduction of CO2: Using Pd Nanostructures as an Ideal Platform

No strain, no gain: Pd octahedra and icosahedra with similar sizes are used as a well-defined platform to study the effect of surface strain in electrochemical reduction of CO2. The results show that tensile strain improves catalytic activity by shifting up the d-band center and thus strengthening the adsorption of key intermediate COOH*.

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Palladium-Mediated Arylation of Lysine in Unprotected Peptides

Dr. Hong Geun Lee, Dr. Guillaume Lautrette, Prof. Bradley L. Pentelute and Prof. Stephen L. Buchwald

Palladium-Mediated Arylation of Lysine in Unprotected Peptides

Defenses down: In the presence of a preformed biarylphosphine-supported palladium(II)–aryl complex and a weak base, lysine amino groups in unprotected peptides underwent C−N bond formation at room temperature (see scheme). The process was applicable to the conjugation of a variety of organic compounds, including complex drug molecules, to peptides and was also successfully applied to the formation of cyclic peptides through macrocyclization.

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Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast Cross-Coupling of Organolithium Reagents

Dorus Heijnen, Filippo Tosi, Dr. Carlos Vila, Dr. Marc C. A. Stuart, Prof. Dr. Philip H. Elsinga, Dr. Wiktor Szymanski and Prof. Dr. Ben L. Feringa

Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast Cross-Coupling of Organolithium Reagents

No oxygen, no coupling: Molecular oxygen was shown to be crucial for the fast palladium-catalyzed cross-coupling of organolithium reagents developed herein. Reactions times down to 5 s provide a novel procedure for the preparation of radiolabeled compounds.

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Hydronium-Ion Batteries with Perylenetetracarboxylic Dianhydride Crystals as an Electrode

Xingfeng Wang, Clement Bommier, Dr. Zelang Jian, Zhifei Li, Raghu S. Chandrabose, Ismael A. Rodríguez-Pérez, Prof. P. Alex Greaney and Prof. Xiulei Ji

Hydronium-Ion Batteries with Perylenetetracarboxylic Dianhydride Crystals as an Electrode

Hydronium ions can be reversibly stored in an electrode of crystalline 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA). Ex situ X-ray diffraction revealed reversible and significant structure dilation upon reduction of PTCDA in an acidic electrolyte. The lattice expansion was theoretically explored by DFT calculations, which confirmed the hydronium storage in PTCDA.

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High-Power Actuation from Molecular Photoswitches in Enantiomerically Paired Soft Springs

Sarah J. Aßhoff, Federico Lancia, Supitchaya Iamsaard, Benjamin Matt, Tibor Kudernac, Stephen P. Fletcher and Nathalie Katsonis

High-Power Actuation from Molecular Photoswitches in Enantiomerically Paired Soft Springs

Like a seedpod: A soft device that mimics seedpod opening is described. Isomerization of a light-responsive molecular switch drives the twisting of liquid-crystal elastomer strips. As these strips twist in opposite directions, the pod eventually pops open from stress.

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Selected Mutations Reveal New Intermediates in the Biosynthesis of Mupirocin and the Thiomarinol Antibiotics

Dr. Shu-Shan Gao, Dr. Luoyi Wang, Dr. Zhongshu Song, Dr. Joanne Hothersall, Elton R. Stevens, Jack Connolly, Dr. Peter J. Winn, Prof. Russell J. Cox, Prof. Matthew P. Crump, Dr. Paul R. Race, Prof. Christopher M. Thomas, Prof. Thomas J. Simpson and Prof. Christine L. Willis

Selected Mutations Reveal New Intermediates in the Biosynthesis of Mupirocin and the Thiomarinol Antibiotics

A long and winding road: Novel metabolites from mutant strains of P. fluorescens and the marine bacterium Pseudoalteromonas were isolated and structurally characterized. In combination with complementation experiments, it was shown that formation of the tetrahydropyran ring and elaboration of thiomarinol follow a similar order to that in mupirocin biosynthesis despite the lack of some genes.

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The Parent Cyclopentadienyltin Cation, Its Toluene Adduct, and the Quadruple-Decker [Sn3Cp4]2+

Mario Schleep, Clarissa Hettich, Jennifer Velázquez Rojas, Daniel Kratzert, Thilo Ludwig, Katharina Lieberth and Prof. Dr. Ingo Krossing

The Parent Cyclopentadienyltin Cation, Its Toluene Adduct, and the Quadruple-Decker [Sn3Cp4]2+

Looking for the original…? The parent half-sandwich cyclopentadienyltin cation [SnCp]+, a toluene adduct of [SnCp]+, and the unprecedented quadruple-decker [Sn3Cp4]2+ were synthesized and characterized as salts of the weakly coordinating anions [Al(ORF)4] and/or [(RFO)3Al−F−Al(ORF)3] (RF=C(CF3)3).

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Synthetic Channel Specifically Inserts into the Lipid Bilayer of Gram-Positive Bacteria but not that of Mammalian Erythrocytes

Min Zhang, Ping-Ping Zhu, Pengyang Xin, Wen Si, Prof. Zhan-Ting Li and Prof. Jun-Li Hou

Synthetic Channel Specifically Inserts into the Lipid Bilayer of Gram-Positive Bacteria but not that of Mammalian Erythrocytes

Drilling into a bilayer: A synthetic unimolecular channel is shown to insert into the lipid bilayer of Gram-positive bacteria but not that of erythrocytes, which leads to a high antimicrobial activity and low hemolytic toxicity.

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Multidimensional SuFEx Click Chemistry: Sequential Sulfur(VI) Fluoride Exchange Connections of Diverse Modules Launched From An SOF4 Hub

Suhua Li, Peng Wu, John E. Moses and K. Barry Sharpless

Multidimensional SuFEx Click Chemistry: Sequential Sulfur(VI) Fluoride Exchange Connections of Diverse Modules Launched From An SOF4 Hub

Multidimensional clicking: SOF4 gas is reported as the first multidimensional sulfur(VI) hub for SuFEx click chemistry. Reliably seeking out primary amino groups, the trigonal bipyramidal SOF4 (A) becomes permanently anchored via a tetrahedral iminosulfur(VI) (B) link (see scheme). The difluoride groups in R−N=(O=)SF2, in turn, offer two further SuFExable and prochiral S−F bonds, which can be sequentially exchanged to project 3-dimensional covalent vectors.

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Ultra-Fast Supercritical Hydrothermal Synthesis of Tobermorite under Thermodynamically Metastable Conditions

Marta Diez-Garcia, Juan J. Gaitero, Jorge S. Dolado and Cyril Aymonier

Ultra-Fast Supercritical Hydrothermal Synthesis of Tobermorite under Thermodynamically Metastable Conditions

7 Seconds, a geological timescale: The supercritical hydrothermal flow is a new method to produce phases, such as tobermorite, that are metastable under the synthesis conditions. Tobermorite is important in the construction industry. In contrast to traditional methods, reaction/crystallization takes just a few seconds and the product resembles much more closely the natural mineral tobermorite.

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Bioelectrochemical Haber–Bosch Process: An Ammonia-Producing H2/N2 Fuel Cell

Dr. Ross D. Milton, Rong Cai, Dr. Sofiene Abdellaoui, Prof. Dónal Leech, Dr. Antonio L. De Lacey, Dr. Marcos Pita and Prof. Shelley D. Minteer

Bioelectrochemical Haber–Bosch Process: An Ammonia-Producing H2/N2 Fuel Cell

Electrifying the Haber–Bosch process: The bioelectrochemical coupling of nitrogenase and hydrogenase yields an enzymatic fuel cell that produces electrical energy from H2 and N2 while simultaneously making NH3 as a useful chemical commodity. Methyl viologen was used for electron transfer in this process.

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High-Throughput Synthesis of Mixed-Metal Electrocatalysts for CO2 Reduction

Dr. Jingfu He, Kevan E. Dettelbach, Danielle A. Salvatore, Tengfei Li and Prof. Dr. Curtis P. Berlinguette

High-Throughput Synthesis of Mixed-Metal Electrocatalysts for CO2 Reduction

Mix and pick: A high-throughput synthetic method gives access to mixed-metal electrocatalysts for CO2 reduction. A relationship between relative bond enthalpies can be used as a guideline to identify catalyst compositions that mediate higher activities.

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By-Product-Free Siloxane-Bond Formation and Programmed One-Pot Oligosiloxane Synthesis

Dr. Kazuhiro Matsumoto, Dr. Kappam Veettil Sajna, Dr. Yasushi Satoh, Dr. Kazuhiko Sato and Dr. Shigeru Shimada

By-Product-Free Siloxane-Bond Formation and Programmed One-Pot Oligosiloxane Synthesis

All in one and one for all: A one-pot sequence involving the iridium-catalyzed hydrosilylation of silyl esters and boron-catalyzed rearrangement enabled by-product-free siloxane-bond formation. Oligosiloxanes could also be synthesized in a single flask in a programmed fashion by a sequence of iridium-catalyzed hydrosilylation, boron-catalyzed rearrangement, and boron-catalyzed cross-coupling (see scheme).

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An Electron Acceptor with Porphyrin and Perylene Bisimides for Efficient Non-Fullerene Solar Cells

Andong Zhang, Dr. Cheng Li, Fan Yang, Dr. Jianqi Zhang, Prof. Zhaohui Wang, Prof. Zhixiang Wei and Prof. Weiwei Li

An Electron Acceptor with Porphyrin and Perylene Bisimides for Efficient Non-Fullerene Solar Cells

Within arm's reach: A star-shaped porphyrin-based molecule with four perylene bisimide arms (PBI-Por) was designed as a non-fullerene electron acceptor for application in solar cells. The combination of a donor polymer with PBI-Por in a solar cell resulted in a photoresponse from λ=300 to 850 nm, with a maximum external quantum efficiency (EQE) of almost 0.70, and a promising power conversion efficiency of 7.4 %.

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Deprotonation of a Hydridoborate Anion

Johannes Landmann, Fabian Keppner, Daniel B. Hofmann, Dr. Jan A. P. Sprenger, Mathias Häring, Sven H. Zottnick, Prof. Dr. Klaus Müller-Buschbaum, Dr. Nikolai V. Ignat'ev and Prof. Dr. Maik Finze

Deprotonation of a Hydridoborate Anion

Attack at boron: In the first deprotonation of a hydridoborate anion, the readily accessible [BH(CN)3] anion reacts with strong non-nucleophilic bases to yield the boron-centered nucleophile B(CN)32− in high yield and purity. The B(CN)32− dianion reacts with CN+ sources to give the tetracyanoborate anion and with CO2 to yield the carboxylic acid derivative [B(CN)3CO2]2−, which is a promising starting material for cyanoborate chemistry and materials science.

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The Catalytic Mechanism of the Class C radical S-Adenosylmethionine Methyltransferase NosN

Prof. Dr. Wei Ding, Dr. Yongzhen Li, Junfeng Zhao, Xinjian Ji, Tianlu Mo, Haocheng Qianzhu, Prof. Dr. Tao Tu, Prof. Dr. Zixin Deng, Prof. Dr. Yi Yu, Prof. Dr. Fener Chen and Prof. Dr. Qi Zhang

The Catalytic Mechanism of the Class C radical S-Adenosylmethionine Methyltransferase NosN

Play something new, SAM: Mechanistic investigation of the class C radical S-adenosylmethionine (SAM) methyltransferase NosN showed that, in contrast to all known SAM-dependent methyltransferases, NosN does not produce S-adenosylhomocysteine as a co-product. Instead, NosN converts SAM into 5′-methylthioadenosine as a direct methyl donor, employing a radical-based mechanism for methylation and releasing 5′-thioadenosine as a co-product.

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Polymer-Templated Formation of Polydopamine-Coated SnO2 Nanocrystals: Anodes for Cyclable Lithium-Ion Batteries

Beibei Jiang, Yanjie He, Bo Li, Shiqiang Zhao, Prof. Shun Wang, Prof. Yan-Bing He and Prof. Zhiqun Lin

Polymer-Templated Formation of Polydopamine-Coated SnO2 Nanocrystals: Anodes for Cyclable Lithium-Ion Batteries

Corn-on-the-cob: A porous electrode material comprising SnO2 nanocrystals coated with a protective polydopamine thin layer was prepared. The electrode exhibits excellent rate capability and long-term stability for more than 300 cycles at test current densities from 160 to 1500 mA g−1. Sn[RIGHTWARDS ARROW]SnO2 reversibility was observed with capacities approaching the theoretical capacity of 1494 mA h g−1 at a low current density of 160 mA g−1.

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Solution Synthesis, Structure, and CO2 Reduction Reactivity of a Scandium(II) Complex, {Sc[N(SiMe3)2]3}

David H. Woen, Guo P. Chen, Dr. Joseph W. Ziller, Dr. Timothy J. Boyle, Prof. Dr. Filipp Furche and Prof. Dr. William J. Evans

Solution Synthesis, Structure, and CO2 Reduction Reactivity of a Scandium(II) Complex, {Sc[N(SiMe3)2]3}−

Scandium's crowning: The first crystallographically characterizable complex of scandium in the +2 oxidation state was isolated from the reduction of Sc(NR2)3 (R=SiMe3). The low oxidation state was characterized by EPR and UV/Vis spectroscopy and DFT calculations. Reactivity studies with CO2 resulted in the isolation of both an oxalate complex and a rare CO2 species.

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Breaking the Tetra-Coordinated Framework Rule: New Clathrate Ba8M24P28+δ (M=Cu/Zn)

Dr. Juli-Anna Dolyniuk, Dr. Julia V. Zaikina, Dr. Derrick C. Kaseman, Prof. Dr. Sabyasachi Sen and Prof. Dr. Kirill Kovnir

Breaking the Tetra-Coordinated Framework Rule: New Clathrate Ba8M24P28+δ (M=Cu/Zn)

A rule-breaking clathrate: A new clathrate type of the Ba/Cu/Zn/P system was synthesized and characterized by a combination of X-ray and neutron diffraction. The structure was confirmed by solid-state 31P NMR spectroscopy and shows that the framework atoms are not tetrahedrally coordinated.

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Bi(IO3)F2: The First Metal Iodate Fluoride with a Very Strong Second Harmonic Generation Effect

Fei-Fei Mao, Dr. Chun-Li Hu, Dr. Xiang Xu, Dong Yan, Dr. Bing-Ping Yang and Prof. Jiang-Gao Mao

Bi(IO3)F2: The First Metal Iodate Fluoride with a Very Strong Second Harmonic Generation Effect

The metal iodate fluoride Bi(IO3)F2 was prepared through the introduction of fluoride anions into bismuth iodate. It features a three-dimensional [BiF2]+ framework that acts as a template for the alignment of the IO3 units and displays a significant second harmonic generation effect that is about 11.5 times larger than that of KH2PO4 (KDP).

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Highly Porous Thermoelectric Nanocomposites with Low Thermal Conductivity and High Figure of Merit from Large-Scale Solution-Synthesized Bi2Te2.5Se0.5 Hollow Nanostructures

Dr. Biao Xu, Tianli Feng, Matthias T. Agne, Prof. Dr. Lin Zhou, Prof. Dr. Xiulin Ruan, Prof. Dr. G. Jeffery Snyder and Prof. Dr. Yue Wu

Highly Porous Thermoelectric Nanocomposites with Low Thermal Conductivity and High Figure of Merit from Large-Scale Solution-Synthesized Bi2Te2.5Se0.5 Hollow Nanostructures

Porous thermoelectric composites with extremely low thermal conductivity and high figure of merit were fabricated at large scale from solution-synthesized hollow Bi2Te2.5Se0.5 nanostructures. These light-weight materials will reduce the demand of raw precursors and enhance the portability of thermoelectric modules.

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