Article
Chemistry, Multidisciplinary
Rin Seki, Naofumi Hara, Teruhiko Saito, Yoshiaki Nakao
Summary: In this study, we reported a novel rhodium catalyst with X-type PAlP pincer ligand for catalytic reduction of a C-O bond and borylation. The reaction mechanism was revealed through characterization of reaction intermediate and deuterium-labeling experiments. This catalytic system demonstrated steric-hindrance-dependent chemoselectivity, providing a new strategy for selective C-O bond activation through heterobimetallic catalysis.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Ewa Pietrasiak, Seongmin Ha, Seungwon Jeon, Jongheon Jeong, Jiyeon Lee, Jongcheol Seo, Eunsung Lee
Summary: This paper reports on the study of a cobalt catalyst that enables functionalization of the C(aryl)-OMe bond through combination with a nacnac-type ligand and magnesium. Borylation and benzoylation of aryl methoxides were achieved, and C(aryl)-SMe bond borylation was also possible under similar conditions. The study suggests the generation of a Grignard reagent as an intermediate through a rare magnesiation reaction via C-O bond activation. An organomagnesium species was directly observed through electrospray ionization mass spectroscopy. Kinetic experiments indicated that a heterogeneous cobalt catalyst was responsible for the C-O bond activation.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Juanjuan Wang, Hong Lu, Yi He, Chunxiu Jing, Hao Wei
Summary: This study describes a simple protocol for late-stage diversification of bioactive molecules. The use of an inexpensive cobalt catalyst under aqueous and open-air conditions makes this method very practical. Examples demonstrate the broad applicability of this method in the modification of pharmaceutical compounds and complex fused ring compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Zhen-Yu Wang, Biao Ma, Hui Xu, Xing Wang, Xu Zhang, Hui-Xiong Dai
Summary: In this study, a novel method for the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction was reported, with the key of using a pyridine-oxazoline ligand. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.
Article
Chemistry, Multidisciplinary
Yao Ge, Fei Ye, Ji Yang, Anke Spannenberg, Haijun Jiao, Ralf Jackstell, Matthias Beller
Summary: A novel palladium-catalyzed cascade carbonylation is described for the direct and selective synthesis of alpha,beta-unsaturated piperidones, generating a broad range of intriguing heterocycles from easily available propargylic alcohols and aliphatic amines. The success of this transformation hinges on the catalytic cleavage of the carbon-carbon triple bond by a specific catalyst with 2-diphenylphosphinopyridine as ligand and suitable reaction conditions, with mechanistic studies pointing to the importance of branched unsaturated acid 11 as a crucial intermediate.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Yiyang Zhang, Hong Sun, Ying Chen, Yaocheng Shi, Lei Yu
Summary: In this paper, it was discovered that a polyaniline-supported tungsten catalyst could efficiently catalyze the alpha-H alkylation reaction of ketone with alcohol, producing only water as the byproduct. The reaction occurred under mild conditions, with a wide substrate scope, and demonstrated strong production capacity.
Article
Chemistry, Physical
Runyou Ye, Maoshuai Zhu, Xufei Yan, Yang Long, Ying Xia, Xiangge Zhou
Summary: This study reveals a chelation-assisted palladium-catalyzed C=C bond cleavage reaction to form alkenyl nitrile, based on a formal group-exchange reaction. The isolated active Pd(II) complex and deuterium-labeled experiment confirm the necessity of the chelation group, proposing a plausible catalytic pathway.
Article
Chemistry, Multidisciplinary
Zhigao Shen, Isaac Maksso, Rositha Kuniyil, Torben Rogge, Lutz Ackermann
Summary: This study demonstrates the selective control of C-H activations using alkylidenecyclopropanes (ACPs) for assembling cyclopropanes or dienes. Unprecedented rhodaelectro-catalyzed C-H activations were achieved with a wide range of substrates and electricity as the sole oxidant.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Aldiyar Shakenov, Krishna Prasad Gnyawali, Chae S. Yi
Summary: The Ru-H complex (PCy3)(2)(CO)RuHCl (1) is an efficient catalyst for the three-component deaminative coupling reaction of anilines with aldehydes and allylamines, leading to the formation of 2,3-disubstituted quinoline products. A similar coupling reaction with cyclic enamines gives selectively tricyclic quinoline derivatives. The reaction proceeds through the formation of imine from the dehydrative coupling of aniline and aldehyde, followed by deaminative coupling and annulation with amine substrate to form the quinoline product. This catalytic coupling method offers a step-efficient synthesis of 2,3-disubstituted quinoline derivatives without the use of reactive reagents or wasteful byproducts.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yixiu Ge, Zaozao Qiu, Zuowei Xie
Summary: A palladium-catalyzed selective tetrafunctionalization method for o-carborane derivatives has been developed, providing 3,6-dialkenyl-4,11-R-2-o-carboranes and 4,7-dialkenyl-5,11-R-2-o-carboranes in moderate to excellent yields. This study represents a new strategy for the selective synthesis of polyfunctionalized o-carborane derivatives in a one-pot process.
CHEMICAL COMMUNICATIONS
(2021)
Review
Chemistry, Multidisciplinary
Feijie Song, Biqin Wang, Zhang-Jie Shi
Summary: C-C single bonds are widely present in organic compounds but are difficult to activate. However, transition-metal-catalyzed C-C bond activation provides an effective method to synthesize molecules that are conventionally inaccessible. This article reviews transition-metal-catalyzed C-C bond activation reactions, including C-C coupling reactions with alcohols, carboxylic acids, and ketones, and discusses various strategies and methods. These studies demonstrate the great potential of transition-metal-catalyzed C-C bond activation for the formation of new C-C bonds.
ACCOUNTS OF CHEMICAL RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Mu-Jia Luo, Gui-Fen Lv, Yang Li, Jin-Heng Li
Summary: An unprecedented metal-free electrochemical method for synthesizing complex compounds using amino assistance has been described, with features including low cost, broad substrate scope, and excellent functional group tolerance. It highlights the selective activation of aryl C-N and C-O bonds at the 4 or 5 position of the phenol ring for intramolecular couplings.
Article
Chemistry, Inorganic & Nuclear
Xin Xu, Zhenyang Lin
Summary: A mild synthetic method for transforming aromatic carbon-oxygen (C-O) bonds into useful molecules was reported. The method involved the use of a carbene complex to catalyze the asymmetric ring-opening reaction of dinaphthofuran with PhMgCl at room temperature. Density functional theory (DFT) calculations were performed to investigate the detailed mechanism, revealing a novel pathway involving Mg(II)-O coordination, phenyl nucleophile migration, and oxidative addition of a C-O bond to Ni(0). Insights into the role of the chiral NHC ligand in inducing enantioselectivity were also obtained.
Article
Chemistry, Organic
Yang Li, Arshad Ali, Junchao Dong, Yu Zhang, Lili Shi, Qun Liu, Junkai Fu
Summary: Using a directing-group strategy, a copper-catalyzed diamination of unactivated alkenes efficiently generates symmetrical diamines with high diastereoselectivity using readily available dialkylamines as amino sources, while unsymmetrical diamines require a one-pot or two-step operation. These reactions are proposed to proceed through aziridinium intermediates.
Article
Multidisciplinary Sciences
Georgios Toupalas, Loelie Ribadeau-Dumas, Bill Morandi
Summary: Oxygenated molecules are widely present in nature and artificial settings, and the redox transformation of C-O bonds is crucial for their processing. However, the use of traditional (super)stoichiometric redox agents poses practical challenges due to safety hazards and waste management requirements. In this study, we present a mild Ni-catalyzed fragmentation strategy based on carbonate redox tags, which enables redox transformations of oxygenated hydrocarbons without the need for external redox equivalents or additives. The catalytic process allows for the hydrogenolysis of strong C(sp(2))-O bonds and the catalytic oxidation of C-O bonds under mild conditions. The work demonstrates the potential of redox tags for organic synthesis.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Wen-Hao Li, Cun-Yao Li, Yan Li, Hai-Tao Tang, Heng-Shan Wang, Ying-Ming Pan, Yun-Jie Ding
CHEMICAL COMMUNICATIONS
(2018)
Article
Chemistry, Medicinal
Xing Lu, Yi-Ming Wu, Jing-Mei Yang, Feng-E. Ma, Liang-Ping Li, Sheng Chen, Ye Zhang, Qing-Ling Ni, Ying-Ming Pan, Xue Hong, Yan Peng
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Qing-Hu Teng, Xiang-Jun Peng, Zu-Yu Mo, Yan-Li Xu, Hai-Tao Tang, Heng-Shan Wang, Hong-Bin Sun, Ying-Ming Pan
Article
Chemistry, Organic
Wei Tong, Wen-Hao Li, Yan He, Zu-Yu Mo, Hai-Tao Tang, Heng-Shan Wang, Ying-Ming Pan
Article
Chemistry, Organic
Fei-hu Cui, Jing Chen, Zu-yu Mo, Shi-xia Su, Yan-yan Chen, Xian-li Ma, Hai-tao Tang, Heng-shan Wang, Ying-ming Pan, Yan-li Xu
Article
Chemistry, Multidisciplinary
Hai-Yuan Zhao, Fu-Song Wu, Li Yang, Ying Liang, Xiao-Lin Cao, Heng-Shan Wang, Ying-Ming Pan
Article
Chemistry, Organic
Jing Chen, Shi-Xia Su, Da-Chao Hu, Fei-Hu Cui, Yan-Li Xu, Yan-Yan Chen, Xian-Li Ma, Ying-Ming Pan, Ying Liang
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2018)
Article
Chemistry, Applied
Zi-Qiang Wang, Xiu-Jin Meng, Qian-Yu Li, Hai-Tao Tang, Heng-Shan Wang, Ying-Ming Pan
ADVANCED SYNTHESIS & CATALYSIS
(2018)
Article
Chemistry, Multidisciplinary
Ren-Hao Li, Guo-Liang Zhang, Jia-Xing Dong, Ding-Chang Li, Ying Yang, Ying-Ming Pan, Hai-Tao Tang, Li Chen, Zhuang-Ping Zhan
CHEMISTRY-AN ASIAN JOURNAL
(2019)
Article
Biochemistry & Molecular Biology
Gui-Jie Zhang, Feng Hu, Huan Jiang, Lu-Mei Dai, Hai-Bing Liao, Ning Li, Heng-Shan Wang, Ying-Ming Pan, Dong Liang
Article
Chemistry, Analytical
Min Zhang, Tao Zhang, Ying Liang, Yingming Pan
SENSORS AND ACTUATORS B-CHEMICAL
(2018)
Article
Chemistry, Organic
Pei-Xia Li, Xiu-Jin Meng, Li Yang, Hai-Tao Tang, Ying-Ming Pan
Article
Chemistry, Multidisciplinary
Wen-Hao Li, Cun-Yao Li, Huan-Yan Xiong, Yang Liu, Wen-Yong Huang, Guang-Jun Ji, Zheng Jiang, Hai-Tao Tang, Ying-Ming Pan, Yun-Jie Ding
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Applied
Qian-Yu Li, Toreshettahally R. Swaroop, Cheng Hou, Zi-Qiang Wang, Ying-Ming Pan, Hai-Tao Tang
ADVANCED SYNTHESIS & CATALYSIS
(2019)
Article
Chemistry, Applied
Shi-Kun Mo, Qing-Hu Teng, Ying-Ming Pan, Hai-Tao Tang
ADVANCED SYNTHESIS & CATALYSIS
(2019)
Article
Chemistry, Multidisciplinary
Xuemei Liu, Chaonan Cui, Shuoshuo Wei, Jinyu Han, Xinli Zhu, Qingfeng Ge, Hua Wang
Summary: This study presents a new strategy for designing efficient photocatalysts that can convert CO2 into hydrocarbons by utilizing synergistic catalytic sites. The findings provide a solution for the selective photocatalytic reduction of CO2 to CH4.
Article
Chemistry, Multidisciplinary
Chengxian Hu, Dan Wang, Lu Wang, Ying Fu, Zhengyin Du
Summary: A novel one-pot, three-component reaction conducted under electrochemical conditions was studied. The reaction involved 2-aminothiophenols, aldehydes, and malononitrile, using TBABF4 as an electrolyte and CuI as a catalyst. The proposed reaction mechanism suggested that CuI served as an electron relay. This method offers simplified operation, high atom economy, and mild reaction conditions.
Article
Chemistry, Multidisciplinary
Zhi Yang, Yu Chen, Linxi Wan, Yuxiao Li, Dan Chen, Jianlin Tao, Pei Tang, Fen-Er Chen
Summary: A highly enantioselective method for the complete hydrogenation of pyrimidinium salts using Ir/(S,S)-f-Binaphane complex as the catalyst was developed. This method provides easy access to fully saturated chiral hexahydropyrimidines, which are prevalent in many bioactive molecules. The reactions exhibit high yields and enantioselectivities under mild reaction conditions without additives. Successful application of this methodology in a continuous flow fashion further extends its practical utility.
Article
Chemistry, Multidisciplinary
Tina Jeoh, Jennifer Danger Nill, Wujun Zhao, Sankar Raju Narayanasamy, Liang Chen, Hoi-Ying N. Holman
Summary: In this study, the enzymatic hydrolysis of cellulose was investigated using real-time infrared spectromicroscopy. The spatial heterogeneity of cellulose was found to impact the hydrolysis kinetics. Hydration affected cellulose ordering, and Cel7A preferentially removed less extensively hydrogen bonded cellulose.
Article
Chemistry, Multidisciplinary
Tiphaine Richard, Walid Abdallah, Xavier Trivelli, Mathieu Sauthier, Clement Dumont
Summary: An effective method of grafting functionalities onto lignin based on glycerol carbonate has been developed using an efficient nickel-catalysed telomerisation reaction. This method allows lignin to have new reactive functions and reduces the glass transition temperatures of modified lignins, thereby expanding the application range of lignin-based resins.
Article
Chemistry, Multidisciplinary
Jing Qi, Xiyan Wang, Gan Wang, Srinivas Reddy Dubbaka, Patrick ONeill, Hwee Ting Ang, Jie Wu
Summary: This study presents a green and environmentally friendly approach for the synthesis of imides using electrocatalytic oxidation with H2O as the oxygen source. The method eliminates the need for toxic or expensive oxidants and achieves high yields under mild reaction conditions. It shows broad substrate compatibility and potential for industrial applications.
Article
Chemistry, Multidisciplinary
Babasaheb Sopan Gore, Lin-Wei Pan, Jun-Hao Lin, Yi-Chi Luo, Jeh-Jeng Wang
Summary: Here, we report a visible light-promoted intramolecular radical cascade reaction for the construction of fluorenol and naphthalene-fused cyclopropyl carbaldehyde derivatives. This method offers mild reaction conditions, a broad substrate scope, excellent step efficiency, and scalability, without the need for external chemical oxidants. The novelty of this protocol was demonstrated by synthesizing chrysene analogs and performing late-stage functionalizations.
Article
Chemistry, Multidisciplinary
Juho Antti Sirvio, Idamaria Romakkaniemi, Juha Ahola, Svitlana Filonenko, Juha P. Heiskanen, Ari Ammala
Summary: This article discusses the method of using supramolecular interaction between an aromatic hydrogen bond donor and lignin to achieve rapid delignification of softwood at low temperatures.
Article
Chemistry, Multidisciplinary
Yunyan Meng, Chunxiang Pan, Na Liu, Hongjiang Li, Zixiu Liu, Yao Deng, Zixiang Wei, Jianbin Xu, Baomin Fan
Summary: A novel visible light-driven synthesis method for 2,3-diamines has been developed, which has mild conditions, avoids the use of metal reagents, and can synthesize diamines and diols in one pot.
Article
Chemistry, Multidisciplinary
Mingqing Huang, Haiyang Huang, Mengyao You, Xinxin Zhang, Longgen Sun, Chao Chen, Zhichao Mei, Ruchun Yang, Qiang Xiao
Summary: A direct air-oxidized strategy for the synthesis of benzo[b]phosphole oxides was developed in this study. Arylphosphine oxides were transformed into phosphinoyl radicals, which were further combined with various alkynes to achieve the desired products. DFT calculations revealed the mechanism of phosphinoyl radical formation.
Article
Chemistry, Multidisciplinary
Anwei Wang, Jiayin Huang, Chunsheng Zhao, Yu Fan, Junfeng Qian, Qun Chen, Mingyang He, Weiyou Zhou
Summary: This study demonstrates an innovative strategy for the aerobic oxidation of C(sp(3))-H bonds using gamma-valerolactone. By optimizing the reaction conditions and utilizing specific catalysts, efficient oxidation of C(sp(3))-H bonds is achieved with good chemoselectivity in certain cases.
Article
Chemistry, Multidisciplinary
Shun Li, Likai Tong, Zhijian Peng, Bo Zhang, Xiuli Fu
Summary: Sulfide compounds show promise as electrocatalysts for water splitting, but their performance is limited by factors such as limited active sites and hindered substance transport. This study successfully prepared a high-entropy sulfide (ZnCoMnFeAlMg)(9)S-8, which reduced grain size and increased specific surface area, enabling the realization of a dual-functional catalyst with multiple catalytic sites. High entropy also modulated the electronic properties of sulfides, reducing the potential energy barrier for hydrolysis. This research introduces a new approach for functionalizing high entropy nanomaterials and improves the performance of water splitting catalysts.
