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
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| 出版日期 | 2023-08-29 |
| 卷号 | 52期号:34页码:12067-12086 |
| ISSN号 | 1477-9226 |
| DOI | 10.1039/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 |
| 推荐引用方式 GB/T 7714 | 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. |
入库方式: OAI收割
来源:广州能源研究所
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