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New class of RSO2-NHC ligands and Pd/RSO2-NHC complexes with tailored electronic properties and high performance in catalytic C-C and C-N bonds formation

文献类型:期刊论文

作者Pasyukov, Dmitry V.1; Shevchenko, Maxim A.1; Astakhov, Alexander V.1; Minyaev, Mikhail E.2; Zhang, Yu3; Chernyshev, Victor M.1; Ananikov, Valentine P.1,2
刊名DALTON TRANSACTIONS
出版日期2023-08-29
卷号52期号:34页码:12067-12086
ISSN号1477-9226
DOI10.1039/d3dt02296j
通讯作者Chernyshev, Victor M.(chern13@yandex.ru) ; Ananikov, Valentine P.(val@ioc.ac.ru)
英文摘要Imidazolium salts have found ubiquitous applications as N-heterocyclic carbene precursors and metal nanoparticle stabilizers in catalysis and metallodrug research. Substituents directly attached to the imidazole ring can have a significant influence on the electronic, steric, and other properties of NHC-proligands as well as their metal complexes. In the present study, for the first time, a new type of Pd/NHC complex with the RSO2 group directly attached to the imidazol-2-ylidene ligand core was designed and synthesized. The electronic properties as well as structural features of the new ligands were evaluated by means of experimental and computational methods. Interestingly, the introduction of a 4-aryl(alkyl)sulfonyl group only slightly decreased the electron donation, but it significantly increased the & pi;-acceptance and slightly enhanced the buried volume (%V-bur) of new imidazol-2-ylidenes. New Pd/NHC complexes were obtained through selective C(2)H-palladation of some of the synthesized 4-RSO2-functionalized imidazolium salts under mild conditions. Several complexes demonstrated good activity in the catalysis of model cross-coupling reactions, outperforming the activity of similar complexes with non-substituted NHC ligands.
WOS关键词HETEROCYCLIC CARBENE COMPLEXES ; ZETA VALENCE QUALITY ; SYNTHETIC ROUTES ; NHC COMPLEXES ; BASIS-SETS ; SYSTEMS ; DESIGN ; DECORATION ; CLEAVAGE ; ATOMS
资助项目Ministry of Science and Higher Education of the Russian Federation at the Laboratory Novel composite and functional materials with specific properties[075-03-2021-016/4]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001047921000001
出版者ROYAL SOC CHEMISTRY
资助机构Ministry of Science and Higher Education of the Russian Federation at the Laboratory Novel composite and functional materials with specific properties
源URL[http://ir.giec.ac.cn/handle/344007/39147]  
专题中国科学院广州能源研究所
通讯作者Chernyshev, Victor M.; Ananikov, Valentine P.
作者单位1.Platov South Russian State Polytech Univ NPI, Prosveschenya 132, Novocherkassk 346428, Russia
2.Russian Acad Sci, Zelinsky Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
3.Chinese Acad Sci, Guangzhou Inst Energy Convers, 2,Nengyuan Rd,Wushan St, Guangzhou 510640, Peoples R China
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Pasyukov, Dmitry V.,Shevchenko, Maxim A.,Astakhov, Alexander V.,et al. New class of RSO2-NHC ligands and Pd/RSO2-NHC complexes with tailored electronic properties and high performance in catalytic C-C and C-N bonds formation[J]. DALTON TRANSACTIONS,2023,52(34):12067-12086.
APA Pasyukov, Dmitry V..,Shevchenko, Maxim A..,Astakhov, Alexander V..,Minyaev, Mikhail E..,Zhang, Yu.,...&Ananikov, Valentine P..(2023).New class of RSO2-NHC ligands and Pd/RSO2-NHC complexes with tailored electronic properties and high performance in catalytic C-C and C-N bonds formation.DALTON TRANSACTIONS,52(34),12067-12086.
MLA Pasyukov, Dmitry V.,et al."New class of RSO2-NHC ligands and Pd/RSO2-NHC complexes with tailored electronic properties and high performance in catalytic C-C and C-N bonds formation".DALTON TRANSACTIONS 52.34(2023):12067-12086.

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来源:广州能源研究所

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