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European Journal of Organic Chemistry

Synthesis of Spirocyclic β‐ and γ‐Sultams by One‐Pot Reductive Cyclization of Cyanoalkylsulfonyl Fluorides

Published: 20 May 2020

Author(s): Kateryna O. Stepannikova, Bohdan V. Vashchenko, Oleksandr O. Grygorenko, Marian V. Gorichko, Artem Yu. Cherepakha, Yurii S. Moroz, Yulian M. Volovenko, Serhii Zhersh

One‐pot intramolecular cyclization of novel sp3‐enriched cyanoalkylsulfonyl fluorides into spirocyclic β‐ or γ‐sultams is disclosed. The method relies on nitrile group reduction followed by sulfonylation of amino group thus formed upon mild conditions (NaBH4, NiCl2·6H2O in MeOH). Cyclization proceeds smoothly with considerable efficiency (48–84 %, 10 examples) on up to 30 g scale. The cyanoalkylsulfonyl fluoride intermediates can be obtained via S‐nucleophilic substitution in β‐functionalized...

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Chemistry - A European Journal

La3B6O13(OH): The First Acentric High‐Pressure Borate Displaying Edge‐Sharing BO4 Tetrahedra

Published: 20 May 2020

Author(s): Birgit Fuchs, Gunter Heymann, Xuefei Wang, Abudukadi Tudi, Lkhamsuren Bayarjargal, Renée Siegel, Adrian Schmutzler, Jürgen Senker, Bastian Joachim‐Mrosko, Andreas Saxer, Zhihua Yang, Shilie Pan, Hubert Huppertz

Abstract La3B6O13(OH) was obtained by a high‐pressure/high‐temperature experiment at 6 GPa and 1673 K. The compound crystallizes in the space group P21 (no. 4) with the lattice parameters a=4.785(2), b=12.880(4), c=7.433(3) Å, and β=90.36(10)°, and is built up of corner‐ as well as edge‐sharing BO4 tetrahedra. It represents the first acentric high‐pressure borate containing these B2O6 entities. The compound develops borate layers of „sechser“‐rings with the La3+ cations positioned between the...

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European Journal of Organic Chemistry

Synthetic Studies towards CH‐Diazomethane Sulfonamides: a Novel Type of Diazo Reagents

Published: 20 May 2020

Author(s): Andrey Bubyrev, Dmitry Dar'in, Grigory Kantin, Mikhail Krasavin

Preparation of CH‐diazomethane sulfonamides has been developed for the first time. Their utility as a new type of diazo reagents was showcased in cycloaddition reactions with electron‐deficient alkynes and β‐nitro styrenes which delivered medicinally important pyrazole‐3‐sulfonamides in good to excellent yields.

ChemPhysChem

Submillisecond Freezing Permits Cryoprotectant‐Free EPR Double Electron−Electron Resonance Spectroscopy

Published: 20 May 2020

Author(s): Thomas Schmidt, Jaekyun Jeon, Yusuke Okuno, Sai C. Chiliveri, G. Marius Clore

Abstract Double electron‐electron resonance (DEER) EPR spectroscopy is a powerful method for obtaining distance distributions between pairs of engineered nitroxide spin‐labels in proteins and other biological macromolecules. These measurements require the use of cryogenic temperatures (77 K or less) to prolong the phase memory relaxation time (Tm) sufficiently to enable detection of a DEER echo curve. Generally, a cryoprotectant such as glycerol is added to protein samples to facilitate glass...

ChemPhysChem

Assessing the Viability of the Methylsulfinyl Radical‐Ozone Reaction

Published: 20 May 2020

Author(s): Marissa L. Estep, Kevin B. Moore, H. F. Schaefer

Abstract Although integral to remote marine atmospheric sulfur chemistry, the reaction between methylsulfinyl radical (CH3SO) and ozone poses challenges to theoretical treatments. The lone theoretical study on this reaction reported an unphysically large barrier of 66 kcal mol−1 for abstraction of an oxygen atom from O3 by CH3SO. Herein, we demonstrate that this result stems from improper use of MP2 with a single‐reference, unrestricted Hartree‐Fock (UHF) wavefunction. We characterized the...

ChemPhysChem

Driving the Future with Photocatalytic Solar Fuels

Published: 20 May 2020

Author(s): Tierui Zhang

Abstract Tierui Zhang is a full Professor in Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, and the director of Key Laboratory of Photochemical Conversion and Optoelectronic Materials, CAS. He is associate editor of Science Bulletin and also serves as an editorial board member for several peer‐reviewed journals including Advanced Energy Materials, ChemPhysChem, Scientific Reports, and Solar RRL. He has published more than 200 papers in refereed SCI journals,...

European Journal of Organic Chemistry

Furfuryl Cation Induced Three‐Component Reaction to Synthesize Triazole‐Substituted Thioesters

Published: 20 May 2020

Author(s): Ying Zhong, Xiaoming Xu, Qingzhao Xing, Song Yang, Jing Gou, Ziwei Gao, Binxun Yu

A furfuryl cation induced three‐component thioesterification reaction between thiols, 5‐bromo‐2‐furylcarbinols and azides is reported. This metal‐free method relies on the acetyl chloride/HFIP‐mediated cascade formal [3+2] cycloaddition/ring‐opening/thioesterification, which allows the efficient construction of a series of complex triazole‐thioesters linked with an (Z)‐olefin. Selenols are also suitable for this strategy. Further derivatization of thioesters highlighted the potential utility...

Chemistry - A European Journal

Spin Crossover and Long‐Lived Excited States in a Reduced Molecular Ruby

Published: 20 May 2020

Author(s): Patrick M. Becker, Christoph Förster, Luca M. Carrella, Pit Boden, David Hunger, Joris Slageren, Markus Gerhards, Eva Rentschler, Katja Heinze

Abstract The chromium(III) complex [CrIII(ddpd)2]3+ (molecular ruby; ddpd=N,N′‐dimethyl‐N,N′‐dipyridine‐2‐yl‐pyridine‐2,6‐diamine) is reduced to the genuine chromium(II) complex [CrII(ddpd)2]2+ with d4 electron configuration. This reduced molecular ruby represents one of the very few chromium(II) complexes showing spin crossover (SCO). The reversible SCO is gradual with T1/2 around room temperature. The low‐spin and high‐spin chromium(II) isomers exhibit distinct spectroscopic and structural...

Chemistry - A European Journal

Highly Polarized Coumarin Derivatives Revisited: Solvent‐Controlled Competition Between Proton‐Coupled Electron Transfer and Twisted Intramolecular Charge Transfer

Published: 20 May 2020

Author(s): Olaf W. Morawski, Łukasz Kielesiński, Daniel T. Gryko, Andrzej L. Sobolewski

Abstract Linking a polarized coumarin unit with an aromatic substituent via an amide bridge results in weak electronic coupling that affects the intramolecular electron‐transfer (ET) process. As a result of this, interesting solvent‐dependent photophysical properties can be observed. In polar solvents, electron transfer in coumarin derivatives of this type induces a mutual twist of the electron‐donating and ‐accepting molecular units (TICT process) that facilitates radiationless decay...

ChemSusChem

A Glimpse into Green Chemistry Practices in the Pharmaceutical Industry

Published: 20 May 2020

Author(s): Sudripet Sharma, Jagattaran Das, Wilfried M. Braje, Ashutosh K. Dash, Sachin Handa

Abstract In this Minireview, the importance and implementation of green chemistry practices in the pharmaceutical industry are illustrated. With notable examples, some of the most important industrial organic transformations are discussed along with their applications in the synthesis of drug molecules. A brief comparison between traditional unsustainable methods and modern green methods is made to shed light on the economic and environmental benefits of greener methods. Finally, green...

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Most-accessed articles from each Chemistry Europe, ACES, and GDCh journal

January 2020


	Hendrik Naatz, Bella B. Manshian, Carla Rios Luci, Vasiliki Tsikourkitoudi, Yiannis Deligiannakis, Johannes Birkenstock, Suman Pokhrel, Lutz Mädler, Stefaan J. Soenen Model-Based Nanoengineered Pharmacokinetics of Iron-Doped Copper Oxide for Nanomedical Applications [Research Article] Angew. Chem. Int. Ed. 2020, vol. 59, no. 5, p. 1828

	Marc-André Kasper, Marcus Gerlach, Anselm F. L. Schneider, Christiane Groneberg, Philipp Ochtrop, Stefanie Boldt, Dominik Schumacher, Jonas Helma, Heinrich Leonhardt, Mathias Christmann, Christian P. R. Hackenberger N-Hydroxysuccinimide-Modified Ethynylphosphonamidates Enable the Synthesis of Configurationally Defined Protein Conjugates [Full Paper] ChemBioChem 2020, vol. 21, no. 1-2, p. 113

	Michael Bowker Methanol Synthesis from CO₂ Hydrogenation [Minireview] ChemCatChem 2019, vol. 11, no. 17, p. 4238

	V. N. Danilevich, L. E. Petrovskaya, E. V. Grishin A Highly Efficient Procedure for the Extraction of Soluble Proteins from Bacterial Cells with Mild Chaotropic Solutions [Research Article] Chem. Eng. Technol. 2008, vol. 31, no. 6, p. 904

	Dieter Wöhrle Kunststoffe [Artikel] Chem. Unserer Zeit 2019, vol. 53, no. 1, p. 50

	Balaram Mukhopadhyay, Rituparna Das Chemical O-Glycosylations: An Overview [Review] ChemistryOpen 2016, vol. 5, no. 5, p. 401

	Daewoo Han, Andrew J. Steckl Coaxial Electrospinning Formation of Complex Polymer Fibers and their Applications [Review] ChemPlusChem 2019, vol. 84, no. 10, p. 1453

	Miaofang Chi, Harry M. Meyer, Zili Wu, Liangbo Liang, Peter V. Bonnesen, Dale K. Hensley, Rui Peng, Yang Song, Cheng Ma, Bobby G. Sumpter, Adam J. Rondinone High-Selectivity Electrochemical Conversion of CO₂ to Ethanol using a Copper Nanoparticle/N-Doped Graphene Electrode [Full Paper] ChemistrySelect 2016, vol. 1, no. 19, p. 6055

	Rüdiger-A. Eichel, Walter Leitner, Kurt Wagemann Warum wir uns mit Power-to-X beschäftigen [Editorial] Chem. Ing. Tech. 2020, vol. 92, no. 1-2, p. 3

	Abas Mohsenzadeh, Akram Zamani, Mohammad J. Taherzadeh Bioethylene Production from Ethanol: A Review and Techno-economical Evaluation [Review] ChemBioEng Rev. 2017, vol. 4, no. 2, p. 75

	Gerhard Hilt Basic Strategies and Types of Applications in Organic Electrochemistry [Concept] ChemElectroChem 2020, vol. 7, no. 2, p. 395

	Claire M. Cobley Introducing our Inaugural Early Career Advisory Board [Editorial] ChemNanoMat 2020, vol. 6, no. 1, p. 4

	Felix Blei, Sebastian Dörner, Janis Fricke, Florian Baldeweg, Felix Trottmann, Anna Komor, Florian Meyer, Christian Hertweck, Dirk Hoffmeister Simultaneous Production of Psilocybin and a Cocktail of β-Carboline Monoamine Oxidase Inhibitors in “Magic” Mushrooms [Full Paper] Chem. Eur. J. 2020, vol. 26, no. 3, p. 729

	Sandip G. Agalave, Suleman R. Maujan, Vandana S. Pore Click Chemistry: 1,2,3‐Triazoles as Pharmacophores [Focus Review] Chem. Asian J. 2011, vol. 6, no. 10, p. 2696

	Arun K. Sinha, Danish Equbal Thiol−Ene Reaction: Synthetic Aspects and Mechanistic Studies of an Anti-Markovnikov-Selective Hydrothiolation of Olefins [Focus Review] Asian J. Org. Chem. 2019, vol. 8, no. 1, p. 32

	Thomas H. Pillow, Pragya Adhikari, Robert A. Blake, Jinhua Chen, Geoffrey Del Rosario, Gauri Deshmukh, Isabel Figueroa, Karen E. Gascoigne, Amrita V. Kamath, Susan Kaufman, Tracy Kleinheinz, Katherine R. Kozak, Brandon Latifi, Douglas D. Leipold, Chun Sing Li, Ruina Li, Melinda M. Mulvihill, Aimee O'Donohue, Rebecca K. Rowntree, Jack D. Sadowsky, John Wai, Xinxin Wang, Cong Wu, Zijin Xu, Hui Yao, Shang-Fan Yu, Donglu Zhang, Richard Zang, Hongyan Zhang, Hao Zhou, Xiaoyu Zhu, Peter S. Dragovich Antibody Conjugation of a Chimeric BET Degrader Enables in vivo Activity [Full Paper] ChemMedChem 2020, vol. 15, no. 1, p. 17

	Vitali Tugarinov, Theodoros K. Karamanos, Alberto Ceccon, G. Marius Clore Optimized NMR Experiments for the Isolation of I=1/2 Manifold Transitions in Methyl Groups of Proteins [Communication] ChemPhysChem 2020, vol. 21, no. 1, p. 13

	Hiroki Tanaka, Yoshihisa Inoue, Tadashi Mori Circularly Polarized Luminescence and Circular Dichroisms in Small Organic Molecules: Correlation between Excitation and Emission Dissymmetry Factors [Review] ChemPhotoChem 2018, vol. 2, no. 5, p. 386

	Kassem Beydoun, Jürgen Klankermayer Efficient Plastic Waste Recycling to Value-Added Products by Integrated Biomass Processing [Communication] ChemSusChem 2020, vol. 13, no. 3, p. 488

	Stephen A. Matlin, Goverdhan Mehta, Henning Hopf, Alain Krief The Periodic Table of the Chemical Elements and Sustainable Development [Essay] Eur. J. Inorg. Chem. 2019, p. 4170

	Luca Capaldo, Davide Ravelli Hydrogen Atom Transfer (HAT): A Versatile Strategy for Substrate Activation in Photocatalyzed Organic Synthesis [Microreview] Eur. J. Org. Chem. 2017, p. 2056

	Cover Picture Lebensmittelchemie 6/2019 [Cover Picture] Lebensmittelchemie 2019, vol. 73, no. 6

	Christian Hering-Junghans, Christian Sindlinger Trendbericht Anorganische Chemie: Hauptgruppen [Wissenschaft + Forschung] Nachr. Chem. 2020, vol. 68, no. 1, p. 50

	Jana Novotny, Corina Wagner, Marco Oetken Titelbild: Elektrochemisch aktive Polymere am Beispiel Polypyrrol: Modellsystem einer künstlichen Synapse Ein elektrochemischer Alleskönner - Teil 2 (CHEMKON 8/2019) [Titelbild] CHEMKON 2019, vol. 26, no. 8, p. 331

	Meng Cheng, Ramasubramonian Deivanayagam, Reza Shahbazian-Yassar 3D Printing of Electrochemical Energy Storage Devices: A Review of Printing Techniques and Electrode/Electrolyte Architectures [Review] Batteries & Supercaps 2020, vol. 3, no. 2, p. 130

	Catharina Goedecke Why Does Iodine Turn Starch Blue? ChemViews Magazine 2016

Most cited articles from Chemistry Europe, ACES, and GDCh journals

Articles on this list are the most frequently cited ones among those published in 2017 or 2018 according to Web of Science. They have contributed the most to the journal's impact factor in 2019.


	Yuanjun Chen, Shufang Ji, Yanggang Wang, Juncai Dong, Wenxing Chen, Zhi Li, Rongan Shen, Lirong Zheng, Zhongbin Zhuang, Dingsheng Wang, Yadong Li Isolated Single Iron Atoms Anchored on N-Doped Porous Carbon as an Efficient Electrocatalyst for the Oxygen Reduction Reaction [Communication] Angew. Chem. Int. Ed. 2017, vol. 56, pp. 6937–6941

	Lik Hang Yuen, Raphael M. Franzini Achievements, Challenges, and Opportunities in DNA-Encoded Library Research: An Academic Point of View [Minireview] ChemBioChem 2017, vol. 18, pp. 829–836

	Konstantinos C. Christoforidis, Paolo Fornasiero Photocatalytic Hydrogen Production: A Rift into the Future Energy Supply [Review] ChemCatChem 2017, vol. 9, pp. 1523–1544

	Massimo Baroncini, Lorenzo Casimiro, Christiaan de Vet, Jessica Groppi, Serena Silvi, Alberto Credi Making and Operating Molecular Machines: A Multidisciplinary Challenge [Minireview] ChemistryOpen 2018, vol. 7, pp. 169–179

	Hanshen Xin, Xike Gao Application of Azulene in Constructing Organic Optoelectronic Materials: New Tricks for an Old Dog [Minireview] ChemPlusChem 2017, vol. 82, pp. 945–956

	Hojat Veisi, Mozhgan Pirhayati, Ali Kakanejadifard, Pourya Mohammadi, Mohammad Reza Abdi, Javad Gholami, Saba Hemmati In Situ Green Synthesis of Pd Nanoparticles on Tannic Acid-Modified Magnetite Nanoparticles as a Green Reductant and Stabilizer Agent: Its Application as a Recyclable Nanocatalyst (Fe₃O₄@TA/Pd) for Reduction of 4-Nitrophenol and Suzuki Reactions [Full Paper] ChemistrySelect 2018, vol. 3, pp. 1820–1826

	Tingting Liu, Lisi Xie, Jianhui Yang, Rongmei Kong, Gu Du, Abdullah M. Asiri, Xuping Sun, Liang Chen Self-Standing CoP Nanosheets Array: A Three-Dimensional Bifunctional Catalyst Electrode for Overall Water Splitting in both Neutral and Alkaline Media [Communication] ChemElectroChem 2017, vol. 4, pp. 1840–1845

	Ruibin Wang, Liheng Chen, J.Y. Zhu, Rendang Yang Tailored and Integrated Production of Carboxylated Cellulose Nanocrystals (CNC) with Nanofibrils (CNF) through Maleic Acid Hydrolysis [Full Paper] ChemNanoMat 2017, vol. 3, pp. 328–335

	Chengwei Liu, Michal Szostak Twisted Amides: From Obscurity to Broadly Useful Transition-Metal-Catalyzed Reactions by N−C Amide Bond Activation [Minireview] Chem. Eur. J. 2017, vol. 23, pp. 7157–7173

	Jian Shu, Dianping Tang Current Advances in Quantum-Dots-Based Photoelectrochemical Immunoassays [Focus Review] Chem. Asian J. 2017, vol. 12, pp. 2780–2789

	Jian Rong, Chuanfa Ni, Jinbo Hu Metal-Catalyzed Direct Difluoromethylation Reactions [Focus Review] Asian J. Org. Chem. 2017, vol. 6, pp. 139–152

	Juan Alberto Sirvent, Ulrich Lücking Novel Pieces for the Emerging Picture of Sulfoximines in Drug Discovery: Synthesis and Evaluation of Sulfoximine Analogues of Marketed Drugs and Advanced Clinical Candidates [Full Paper] ChemMedChem 2017, vol. 12, pp. 487–501

	Grzegorz Greczynski, Lars Hultman C 1s Peak of Adventitious Carbon Aligns to the Vacuum Level: Dire Consequences for Material's Bonding Assignment by Photoelectron Spectroscopy [Communication] ChemPhysChem 2017, vol. 18, pp. 1507–1512

	Jia-Rong Chen, Dong-Mei Yan, Qiang Wei, Wen-Jing Xiao Photocascade Catalysis: A New Strategy for Cascade Reactions [Concept] ChemPhotoChem 2017, vol. 1, pp. 148–158

	Zhiming Pan, Yun Zheng, Fangsong Guo, Pingping Niu, Xinchen Wang Decorating CoP and Pt Nanoparticles on Graphitic Carbon Nitride Nanosheets to Promote Overall Water Splitting by Conjugated Polymers [Communication] ChemSusChem 2017, vol. 10, pp. 87–90

	Enzo Alessio Thirty Years of the Drug Candidate NAMI-A and the Myths in the Field of Ruthenium Anticancer Compounds: A Personal Perspective [Microreview] Eur. J. Inorg. Chem. 2017, pp. 1549–1560

	Marcel Garbe, Kathrin Junge, Matthias Beller Homogeneous Catalysis by Manganese-Based Pincer Complexes [Microreview] Eur. J. Org. Chem. 2017, pp. 4344–4362

	Qian Sun, Kah Chun Lau, Dongsheng Geng, Xiangbo Meng Atomic and Molecular Layer Deposition for Superior Lithium-Sulfur Batteries: Strategies, Performance, and Mechanisms [Review] Batteries Supercaps 2018, vol. 1, pp. 41–68

	Hojat Veisi, Mozhgan Pirhayati, Ali Kakanejadifard, Pourya Mohammadi, Mohammad Reza Abdi, Javad Gholami, Saba Hemmati In Situ Green Synthesis of Pd Nanoparticles on Tannic Acid-Modified Magnetite Nanoparticles as a Green Reductant and Stabilizer Agent: Its Application as a Recyclable Nanocatalyst (Fe₃O₄@TA/Pd) for Reduction of 4-Nitrophenol and Suzuki Reactions [Full Paper] ChemistrySelect 2018, vol. 3, pp. 1820–1826