Article
Chemistry, Multidisciplinary
Ming Chen, Guangbin Dong
Summary: This article describes a platinum-catalyzed desaturation of cyclic ketones to their conjugated alpha,beta-unsaturated counterparts, which operates under mild conditions without the need for strong bases or acids. The method shows good functional group tolerance and can be applied to diverse and complex structures. The mechanism involves fast and reversible alpha-deprotonation followed by a rate-determining beta-hydrogen elimination process, distinguishing it from prior palladium-catalyzed methods.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Jieli Lin, Shihua Liu, Jie Zhang, Hansjorg Grutzmacher, Cheng-Yong Su, Zhongshu Li
Summary: This work presents the isolation and crystallographic characterization of N-heterocyclic vinyl substituted diphosphenes as E-and Z-isomers. Experimental and theoretical studies reveal the stability and isomerization behavior of these diphosphenes. The formation of Au(I) complexes and cycloaddition products are also investigated, providing insights into their stereoselective formation.
Article
Chemistry, Multidisciplinary
Jieli Lin, Shihua Liu, Jie Zhang, Hansjorg Grutzmacher, Cheng-Yong Su, Zhongshu Li
Summary: In this study, N-heterocyclic vinyl (NHV) substituted diphosphenes were isolated and characterized as both E- and Z-isomers. The thermodynamically more stable E-2b undergoes reversible photo-stimulated isomerization to Z-2b, which can be thermally reverted back to E-2b. The study also reveals the coordination of both E- and Z-2b to an AuCl fragment, as well as their different cycloaddition reactions.
Article
Materials Science, Multidisciplinary
Si Wu, Tingxian Li, Zhao-Yang Zhang, Tao Li, Ruzhu Wang
Summary: Photoswitchable PCMs with dual and switchable phase change behaviors, combining photon-induced molecule isomerization and thermally induced solid-liquid phase change, open new pathways for exploring unconventional thermal energy storage and upgrade technologies. However, practical applications still face challenges in tuning thermodynamic parameters, enhancing kinetics of isomerization and phase change, improving energy conversion efficiency, and modulating the absorption spectrum.
Article
Chemistry, Inorganic & Nuclear
Jacob Joel Kirsh Carson, Caitlin Elizabeth Miron, Jingwei Luo, Jean-Louis Mergny, Laura van Staalduinen, Zongchao Jia, Anne Petitjean
Summary: This study explores the isomerization process of square planar platinum(II) complexes composed of two different length bidentate ligands, using various analytical techniques to analyze their potential impact on interactions with biomolecules.
INORGANICA CHIMICA ACTA
(2021)
Article
Chemistry, Inorganic & Nuclear
Haiyu Zhou, Tongtong Bai, Yanlin Pan, Yongliang Wei, Tongdao Wang
Summary: The study describes the synthesis and characterization of air-stable heterobimetallic Os-Ag hydrides, providing a new route for constructing stable heterobimetallic complexes. The complexes are neutral and feature organo-metallic bidentate cheating ligands coordinating with the AgPPh3 cation, enhancing their stability.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Organic
Jiawei Qiu, Makoto Sako, Tomoyuki Tanaka, Tsuyoshi Matsuzaki, Tsunayoshi Takehara, Takeyuki Suzuki, Shohei Ohno, Kenichi Murai, Mitsuhiro Arisawa
Summary: The developed one-iridium-catalyst system efficiently transforms 1,7-enynes into substituted indole derivatives, providing a straightforward synthetic approach to valuable indoles with vinyl and silylmethyl groups at specific positions.
Article
Chemistry, Inorganic & Nuclear
Alejandro Portugues, Miguel Angel Martinez-Nortes, Delia Bautista, Pablo Gonzalez-Herrero, Juan Gil-Rubio
Summary: This study reports on the synthesis and reductive elimination reactions of Au(III) methyl complexes. The reactions leading to the formation of C-heteroatom bonds in Au(III) complexes are uncommon and their mechanisms are not well known. The obtained results show that nucleophilic substitution should be considered as a likely reductive elimination pathway in Au(III) alkyl complexes.
INORGANIC CHEMISTRY
(2023)
Article
Physics, Applied
Suryakant Mishra, Luca Pasquali, Claudio Fontanesi
Summary: This Letter presents an original spin valve device based on chiral templated nickel material, inducing chirality in Ni by co-electrodeposition of an organic chiral template, using enantiopure tartaric acid as the template. The Z-shaped magnetoresistance curves switch sign based on the handedness of the chiral compound, demonstrating a peculiar ferromagnetic character induced by the presence of chirality.
APPLIED PHYSICS LETTERS
(2021)
Article
Energy & Fuels
Zhang Wei, Liu Rongjiang, Ma Shoutao, Kuvshinov Dimitriy, Suo Yanhua, Wang Yingjun
Summary: In this study, 0.4%Pt/xSTA-MIL-101(Cr) metal-acid bifunctional catalysts were prepared by impregnation using STA-MIL-101(Cr) as the support. The catalyst showed high catalytic performance in n-heptane isomerization and maintained relatively high catalytic activity. A mechanism model for the catalyst was also established.
CHINA PETROLEUM PROCESSING & PETROCHEMICAL TECHNOLOGY
(2022)
Article
Multidisciplinary Sciences
Mario P. Wiesenfeldt, James A. Rossi-Ashton, Ian B. Perry, Johannes Diesel, Olivia L. Garry, Florian Bartels, Susannah C. Coote, Xiaoshen Ma, Charles S. Yeung, David J. Bennett, David W. C. MacMillan
Summary: The replacement of benzene rings with sp(3)-hybridized bioisosteres in drug candidates generally improves pharmacokinetic properties while retaining biological activity. Rigid, strained frameworks such as bicyclo[1.1.1]pentane and cubane are particularly well suited as the ring strain imparts high bond strength and thus metabolic stability on their C-H bonds. We report expedient routes to 1,3- and 1,2-disubstituted cubane building blocks using a convenient cyclobutadiene precursor and a photolytic C-H carboxylation reaction, respectively, and develop cross-coupling protocols using copper as a catalyst. Our research enables facile elaboration of all cubane isomers into drug candidates, thus enabling ideal bioisosteric replacement of ortho-, meta-, and para-substituted benzenes.
Article
Plant Sciences
Xin He, Guoqing Peng, Jianying Luo, Jian-Ping Huang, Jing Yang, Yijun Yan, Yu-Cheng Gu, Li Wang, Sheng-Xiong Huang
Summary: Six new azoxy-aromatic compounds and two new nitrogen-bearing phenylvaleric/phenylheptanoic acid derivatives were isolated from Streptomyces sp. Py50 and their structures were elucidated. Compounds 1, 5, and 6 exhibited anti-fungal activity against Epidermophyton floccosum with MIC50 values ranging from 10.1 to 51.2 μM. A possible biosynthetic pathway for compounds 2 and 3 was proposed.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Chemistry, Organic
Wei Wang, Shuying He, Yuqing Zhong, Jianhui Chen, Cheng Cai, Yanshu Luo, Yuanzhi Xia
Summary: An efficient cobalt-catalyzed geometrical isomerization of 1,3-dienes is described, where the combination of a CoCl2 precatalyst and anamido-diphosphine-oxazoline ligand enables stereoconvergent conversion of E/Z mixtures of 1,3-dienes to (E) isomers in high stereoselectivity. This method features broad substrate scope, good functional group tolerance, and can be scaled up to gram scale with low catalyst loading.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xuemeng Chen, Zhong Lian, Soren Kramer
Summary: A method for direct access to enantioenriched benzylic amides and carbamate-protected primary benzylamines by C-H functionalization is reported. The enantioselective intermolecular dehydrogenative C-N bond formation is enabled by a combination of a chiral copper catalyst, a photocatalyst, and an oxidant, and it takes place under mild conditions, which allow for a broad substrate scope. The method is compatible with late-stage C-H functionalization and provides easy access to N-15-labeled amides and amines starting from cheap (NH4Cl)-N-15.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Guolin Wu, Yuan Yao, Gen Li, Xue Zhang, Hui Qian, Shengming Ma
Summary: This study developed a catalytic recipe of copper halides to address the issues of side reactions and selectivity in the 1,5-H transfer of alka-1,4-diyn-3-yl amines, providing various allenynes with excellent enantioselectivities. The method was successfully applied to the first highly enantioselective total synthesis of the natural product scorodonin. Mechanistic studies and DFT calculations elucidated the regioselectivity for the observed 1,5-H transfer.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Paul Aillard, Maxime Gicquel, Keihann Yavari, Pascal Retailleau, Arnaud Voituriez, Angela Marinetti
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Physical
T. Arif, C. Cazorla, N. Bogliotti, N. Saleh, F. Blanchard, V. Gandon, R. Metivier, J. Xie, A. Voituriez, A. Marinetti
CATALYSIS SCIENCE & TECHNOLOGY
(2018)
Article
Chemistry, Medicinal
Maxime Gicquel, Catherine Gomez, Maria Concepcion Garcia Alvarez, Olivier Pamlard, Vincent Guerineau, Eric Jacquet, Jerome Bignon, Arnaud Voituriez, Angela Marinetti
JOURNAL OF MEDICINAL CHEMISTRY
(2018)
Article
Chemistry, Medicinal
Youssouf Sanogo, Paul Aillard, Pascal Retailleau, Arnaud Voituriez, Angela Marinetti
Article
Chemistry, Multidisciplinary
Julie Febvay, Charles S. Demmer, Pascal Retailleau, Jeanne Crassous, Laura Abella, Jochen Autschbach, Arnaud Voituriez, Angela Marinetti
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Organic
Julie Febvay, Youssouf Sanogo, Pascal Retailleau, Manash Protim Gogoi, Akhila K. Sahoo, Angela Marinetti, Arnaud Voituriez
Article
Chemistry, Multidisciplinary
Zhenhao Zhang, Vitalii Smal, Pascal Retailleau, Arnaud Voituriez, Gilles Frison, Angela Marinetti, Xavier Guinchard
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Physical
Valentin Magne, Youssouf Sanogo, Charles S. Demmer, Pascal Retailleau, Angela Marinetti, Xavier Guinchard, Arnaud Voituriez
Review
Chemistry, Physical
Fabrizio Medici, Nawel Goual, Vincent Delattre, Arnaud Voituriez, Angela Marinetti
Article
Chemistry, Physical
Zhenhao Zhang, Nazarii Sabat, Gilles Frison, Angela Marinetti, Xavier Guinchard
Summary: This study presents a new gold(I) catalyst for highly enantioselective multicomponent reactions between aldehydes, hydroxylamines, and cyclic yne-enones. The method shows broad applicability and achieves high yields, total diastereoselectivity, and high enantiomeric excess.
Article
Chemistry, Organic
Yunliang Yu, Nazarii Sabat, Meriem Daghmoum, Zhenhao Zhang, Pascal Retailleau, Gilles Frison, Angela Marinetti, Xavier Guinchard
Summary: Enantioselective tandem cycloisomerization/addition reactions of 2-alkynyl enones with 1- and 2-naphthols were investigated using gold(I) catalysts featuring hybrid phosphine-phosphoric acid chiral ligands, based on the tethered counterion-directed catalysis strategy. The reactions proceeded at low catalyst loading (0.2-1 mol%) without the need for silver additives, and the naphthols acted as both O- and C-nucleophiles, resulting in the formation of addition products with high enantioselectivity. The mechanism of these reactions was elucidated by DFT calculations.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Yunliang Yu, Zhenhao Zhang, Arnaud Voituriez, Nicolas Rabasso, Gilles Frison, Angela Marinetti, Xavier Guinchard
Summary: Stereocontrol in the enantioselective Au(i) catalyzed dearomatizations of 1-naphthols with allenamides is achieved through intramolecular ion-pairing between the chiral gold-tethered phosphate and an iminium unit, providing a rigid and well-defined chiral environment for the key electrophilic intermediate.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Nawel Goual, Lorenzo Casimiro, Vincent Delattre, Pascal Retailleau, Stephane Maisonneuve, Nicolas Bogliotti, Remi Metivier, Juan Xie, Angela Marinetti, Arnaud Voituriez
Summary: Dibenzotriazonines are disclosed as a new class of nine-membered cyclic azobenzenes with a nitrogen function in the saturated ring chain. These compounds exhibit preferred E-configuration, high bi-directional photoswitching, and good thermal stability in both E- and Z-forms.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Inorganic & Nuclear
Clement Cazorla, Lorenzo Casimiro, Tanzeel Arif, Claire Deo, Nawel Goual, Pascal Retailleau, Remi Metivier, Juan Xie, Arnaud Voituriez, Angela Marinetti, Nicolas Bogliotti
Summary: Diphosphines with azobenzene scaffolds and their corresponding bis-gold chloride complexes were prepared and characterized through photophysical, spectroscopic, and X-ray diffraction studies. DFT calculations provided additional information on their electronic, structural, and spectroscopic properties. Comparative investigations were conducted on compounds with different substitution patterns to analyze the effects on structural and spectroscopic properties.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Organic
Fanny Cacheux, Geraldine Le Goff, Jamal Ouazzani, Jerome Bignon, Pascal Retailleau, Angela Marinetti, Arnaud Voituriez, Jean-Francois Betzer
Summary: Substituted and non-symmetrical furan-2,5-dicarbinols were synthesized from hydroxymethylfurfural (HMF), a renewable raw material. The Piancatelli rearrangement of these compounds yielded cytotoxic cyclopentenone derivatives, which exhibited significant cytotoxicity against eight human tumor cell lines.
ORGANIC CHEMISTRY FRONTIERS
(2021)
