Angewandte Chemie International Edition

Cover image for Vol. 56 Issue 14

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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Shape-Assisted Self-Organization in Highly Disordered Liquid Crystal Phases

Prof. Dr. Keiki Kishikawa, Yusuke Yamamoto, Prof. Dr. Go Watanabe, Ayaka Kawamura, Prof. Dr. Michinari Kohri and Prof. Dr. Tatsuo Taniguchi

Shape-Assisted Self-Organization in Highly Disordered Liquid Crystal Phases

The heart of the crystal: A dumbbell-shaped molecule R−C6H10−CH=CH−C6H4−CH=CH−C6H10−R (R=nC5H11) generates a liquid crystal phase (X phase) between two N phases. The X phase was investigated by X-ray diffraction, scanning electron microscopy, atomic force microscopy and molecular dynamics simulation. A self-organization mechanism is postulated for formation of the layered structure.

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Zirconacyclopentadiene-Annulated Polycyclic Aromatic Hydrocarbons

Gavin R. Kiel, Micah S. Ziegler and Prof. T. Don Tilley

Zirconacyclopentadiene-Annulated Polycyclic Aromatic Hydrocarbons

Zirconocene zipper: An efficient fivefold reductive cyclization demonstrates the promise of a new strategy for the construction of graphene nanostructures. Protodemetalation of the resulting zirconacyclopentadiene-annulated polycyclic aromatic hydrocarbons provides a conceptually unique means for the generation of valuable ortho-quinodimethane structures.

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Hydrophobic Water Probed Experimentally at the Gold Electrode/Aqueous Interface

Dr. Yujin Tong, Dr. François Lapointe, Dr. Martin Thämer, Prof. Dr. Martin Wolf and Dr. R. Kramer Campen

Hydrophobic Water Probed Experimentally at the Gold Electrode/Aqueous Interface

A population of water molecules with one OH pointing away from bulk liquid (that is, hydrophobic water) are characterized at the gold electrode/aqueous electrolyte interface using interface-specific vibrational sum frequency spectroscopy (VSF). This type of interfacial water disappears on oxidation of the gold electrode. At potentials below gold oxidation its structure is bias-dependent.

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Hyperfine-Interaction-Driven Suppression of Quantum Tunneling at Zero Field in a Holmium(III) Single-Ion Magnet

Yan-Cong Chen, Dr. Jun-Liang Liu, Prof. Dr. Wolfgang Wernsdorfer, Dan Liu, Prof. Dr. Liviu F. Chibotaru, Prof. Dr. Xiao-Ming Chen and Prof. Dr. Ming-Liang Tong

Hyperfine-Interaction-Driven Suppression of Quantum Tunneling at Zero Field in a Holmium(III) Single-Ion Magnet

An extremely rare non-Kramers holmium(III) single-ion magnet is reported. The suppression of the quantum tunneling of magnetization at zero field and the hyperfine structures were observed in AC magnetic susceptibility measurements, and were attributed to the combination of a favorable crystal-field environment and the hyperfine interactions arising from 165Ho (I=7/2) with a natural abundance of 100 %.

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Dynamics of O2 Chemisorption on a Flat Platinum Surface Probed by an Alignment-Controlled O2 Beam

Dr. Hirokazu Ueta and Dr. Mitsunori Kurahashi

Dynamics of O2 Chemisorption on a Flat Platinum Surface Probed by an Alignment-Controlled O2 Beam

Steric effect in O2 chemisorption: The O2 adsorption process on a platinum surface strongly depends on the alignment of an impinging O2 molecule. The origin of low sticking probability at low incident energies and its nearly energy-independent behavior at high energies observed previously by a non-state-resolved experiment, can be accounted for by the different adsorption and scattering processes of parallel and perpendicular O2 molecules.

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Ultrathin Two-Dimensional Organic–Inorganic Hybrid Perovskite Nanosheets with Bright, Tunable Photoluminescence and High Stability

Dr. Shuang Yang, Dr. Wenxin Niu, Dr. An-Liang Wang, Dr. Zhanxi Fan, Dr. Bo Chen, Dr. Chaoliang Tan, Dr. Qipeng Lu and Prof. Hua Zhang

Ultrathin Two-Dimensional Organic–Inorganic Hybrid Perovskite Nanosheets with Bright, Tunable Photoluminescence and High Stability

Ultrathin perovskite nanosheets: Single- and few-layer free-standing phenylethylammonium lead halide perovskite nanosheets with controlled lateral sizes were synthesized by a facile and fast crystallization method. These as-prepared nanosheets show bright, tunable light emission (see picture) as well as enhanced stability.

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Manganese Silylene Hydride Complexes: Synthesis and Reactivity with Ethylene to Afford Silene Hydride Complexes

Jeffrey S. Price, Prof. Dr. David J. H. Emslie and Dr. James F. Britten

Manganese Silylene Hydride Complexes: Synthesis and Reactivity with Ethylene to Afford Silene Hydride Complexes

Alkene hydride complex trans-[(dmpe)2MnH(C2H4)] eliminates ethane upon reaction with secondary silanes, yielding cis- and trans-isomers of the silylene hydride complexes [(dmpe)2MnH(=SiR2)]. Reaction with ethylene yields silene hydride complexes [(dmpe)2MnH(R2Si=CHMe)]—most likely via a low-coordinate silyl isomer [(dmpe)2Mn(SiHR2)] that is in equilibrium with the silylene hydrides.

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Synthesis of C3-Fluorinated Oxindoles Through Reagent-Free Cross-Dehydrogenative Coupling

Zheng-Jian Wu and Prof. Dr. Hai-Chao Xu

Synthesis of C3-Fluorinated Oxindoles Through Reagent-Free Cross-Dehydrogenative Coupling

C−H functionalization: A ferrocene-catalyzed electrochemical cross-coupling reaction of C(sp3)-H and C(sp2)-H centers has been developed to give access to C3-fluorinated oxindoles using fluorinated malonate amides. The electrosynthetic method is characterized by mild reaction conditions, broad substrate scope, high functional group tolerance, and easy scalability.

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Next-Generation Polymer Shells for Inorganic Nanoparticles are Highly Compact, Ultra-Dense, and Long-Lasting Cyclic Brushes

Giulia Morgese, Behzad Shirmardi Shaghasemi, Prof. Dr. Valerio Causin, Marcy Zenobi-Wong, Shivaprakash N. Ramakrishna, Prof. Dr. Erik Reimhult and Dr. Edmondo M. Benetti

Next-Generation Polymer Shells for Inorganic Nanoparticles are Highly Compact, Ultra-Dense, and Long-Lasting Cyclic Brushes

Shields designed to last: When cyclic polymer ligands are grafted onto inorganic nanoparticles (NPs), ultra-dense and highly compact brush shells are generated. Core-cyclic shell NPs are significantly more stable than their linear brush-functionalized counterparts and show full bio-inertness towards serum proteins.

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Interactions of Renal-Clearable Gold Nanoparticles with Tumor Microenvironments: Vasculature and Acidity Effects

Prof. Dr. Mengxiao Yu, Dr. Chen Zhou, Prof. Dr. Li Liu, Dr. Shanrong Zhang, Dr. Shasha Sun, Julia D. Hankins, Prof. Dr. Xiankai Sun and Prof. Dr. Jie Zheng

Interactions of Renal-Clearable Gold Nanoparticles with Tumor Microenvironments: Vasculature and Acidity Effects

The accumulation of ultrasmall renal-clearable gold nanoparticles (AuNPs) with and without acidity targeting was investigated in xenograft mouse models of two prostate cancer types with distinct microenvironments. Both sets of AuNPs can easily penetrate into the tumors but their uptake and retention are mainly dictated by the tumor microvasculature.

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Germabenzenylpotassium: A Germanium Analogue of a Phenyl Anion

Prof. Dr. Yoshiyuki Mizuhata, Shiori Fujimori, Prof. Dr. Takahiro Sasamori and Prof. Dr. Norihiro Tokitoh

Germabenzenylpotassium: A Germanium Analogue of a Phenyl Anion

Ge is not C: Reduction of a stable germabenzene with KC8 resulted in the formation of the germanium analogue of phenylpotassium, under concomitant elimination of the aryl group from the Ge atom. Its ambident character with contributions from aromatic and germylene resonance structures was supported experimentally and theoretically.

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Coordination Polymer Framework-Based On-Chip Micro-Supercapacitors with AC Line-Filtering Performance

Chongqing Yang, Karl Sebastian Schellhammer, Dr. Frank Ortmann, Sai Sun, Dr. Renhao Dong, Melike Karakus, Dr. Zoltán Mics, Dr. Markus Löffler, Prof. Fan Zhang, Dr. Xiaodong Zhuang, Dr. Enrique Cánovas, Prof. Gianaurelio Cuniberti, Prof. Mischa Bonn and Prof. Xinliang Feng

Coordination Polymer Framework-Based On-Chip Micro-Supercapacitors with AC Line-Filtering Performance

On-chip micro-supercapacitors based on an azulene-bridged coordination polymer framework are prepared by a facile layer-by-layer approach. The as-fabricated on-chip micro-supercapacitors deliver high specific capacitances, specific volumetric power, and energy densities as well as promising AC-line filtering performance with an extremely short RC time.

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Helically Coiled Graphene Nanoribbons

Maxime Daigle, Dandan Miao, Andrea Lucotti, Matteo Tommasini and Prof. Jean-François Morin

Helically Coiled Graphene Nanoribbons

Made into ribbons: Helicene-like graphene nanoribbons (HGNR) have been prepared through a regioselective photochemical cyclodehydrochlorination (CDHC) reaction from a polychlorinated polyphenylene precursor.

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Harnessing Colloidal Crack Formation by Flow-Enabled Self-Assembly

Bo Li, Beibei Jiang, Dr. Wei Han, Dr. Ming He, Xiao Li, Wei Wang, Prof. Suck Won Hong, Prof. Myunghwan Byun, Prof. Shaoliang Lin and Prof. Zhiqun Lin

Harnessing Colloidal Crack Formation by Flow-Enabled Self-Assembly

Breaking not so bad: Crack formation of can be effectively harnessed by restricting the drying of a colloidal suspension using flow-enabled self-assembly (FESA) strategy to yield large-area periodic cracks (i.e., microchannels) with tunable spacing in the colloidal nanoparticle film.

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Reagent- and Metal-Free Anodic C−C Cross-Coupling of Aniline Derivatives

Lara Schulz, Mathias Enders, Dr. Bernd Elsler, Dr. Dieter Schollmeyer, Dr. Katrin M. Dyballa, Prof. Dr. Robert Franke and Prof. Dr. Siegfried R. Waldvogel

Reagent- and Metal-Free Anodic C−C Cross-Coupling of Aniline Derivatives

Cross-couplings under electrochemical conditions selectively provide protected 2,2′-diaminobiaryl derivatives. For clean conversion, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) and glassy carbon should be used as the electrolyte and anode material, respectively. Easily removable protecting groups enable the stepwise and selective liberation of the amine functional groups.

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Cyclometalated Gold(III) Complexes Containing N-Heterocyclic Carbene Ligands Engage Multiple Anti-Cancer Molecular Targets

Sin Ki Fung, Dr. Taotao Zou, Dr. Bei Cao, Dr. Pui-Yan Lee, Dr. Yi Man Eva Fung, Dr. Di Hu, Dr. Chun-Nam Lok and Prof. Dr. Chi-Ming Che

Cyclometalated Gold(III) Complexes Containing N-Heterocyclic Carbene Ligands Engage Multiple Anti-Cancer Molecular Targets

On target: Anti-cancer active pincer cyclometalated gold(III) complexes containing N-heterocyclic carbene ligands have been identified to be a type of multi-target, anti-cancer agent by using a combined photoaffinity labelling and click chemistry approach. The PdII and PtII analogues can competitively bind to the same cellular targets.

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Fluorooxoborates: Beryllium-Free Deep-Ultraviolet Nonlinear Optical Materials without Layered Growth

Bingbing Zhang, Guoqiang Shi, Prof. Zhihua Yang, Prof. Fangfang Zhang and Prof. Shilie Pan

Fluorooxoborates: Beryllium-Free Deep-Ultraviolet Nonlinear Optical Materials without Layered Growth

Be gone: A strategy to prepare a beryllium-free material that does not grow in layers, for deep-UV (DUV) non-linear optical (NLO) materials is developed and carried out. Introducing the (BO3F)4−, (BO2F2)3−, and (BOF3)2− groups in borates is a feasible way to balance the criteria of deep-UV NLO materials, breaking down the DUV wall for NLO materials.

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Formation of Gas-Phase Formate in Thermal Reactions of Carbon Dioxide with Diatomic Iron Hydride Anions

Li-Xue Jiang, Chongyang Zhao, Dr. Xiao-Na Li, Prof. Hui Chen and Prof. Sheng-Gui He

Formation of Gas-Phase Formate in Thermal Reactions of Carbon Dioxide with Diatomic Iron Hydride Anions

The formate anion, HCO2, was identified in the reaction of CO2 with the metal hydride FeH. The FeH anions were produced by laser ablation, and the reaction with CO2 was analyzed by mass spectrometry and quantum-chemical calculations. The formation of gas-phase HCO2 was predicted to proceed by facile hydride transfer.

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Iridium-Catalyzed Reductive Strecker Reaction for Late-Stage Amide and Lactam Cyanation

Dr. Ángel L. Fuentes de Arriba, Elena Lenci, Dr. Mahendra Sonawane, Odilon Formery and Prof. Dr. Darren J. Dixon

Iridium-Catalyzed Reductive Strecker Reaction for Late-Stage Amide and Lactam Cyanation

Magic nitrile! A highly chemoselective iridium-catalyzed reductive Strecker reaction of tertiary amides and lactams has been developed. The protocol is simple to perform, broad in scope, highly efficient, and has been successfully applied to the late-stage functionalization of tertiary amides in drugs, naturally occurring alkaloids and peptides. TMDS=tetramethyldisiloxane, TMS=trimethylsilyl, Vaska's complex=IrCl(CO)[P(C6H5)3]2.

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Two-Phase Reactions in Microdroplets without the Use of Phase-Transfer Catalysts

Dr. Xin Yan, Dr. Heyong Cheng and Prof. Richard N. Zare

Two-Phase Reactions in Microdroplets without the Use of Phase-Transfer Catalysts

It's all about the interface: Biphasic reactions are carried out in microdroplets without using a phase-transfer catalyst. Reactions occur within milliseconds in moderate to good yields.

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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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