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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 Научная публикация

Журнал Dalton Transactions
ISSN: 1477-9234 , E-ISSN: 1477-9226
Вых. Данные Год: 2023, Том: 52, Номер: 34, Страницы: 12067-12086 Страниц : 20 DOI: 10.1039/d3dt02296j
Авторы Pasyukov Dmitry 1 , Shevchenko Maxim 1 , Vladimirovich Astakhov Alexander 1 , Minyaev Mikhail Evgenevich 2 , Zhang Yu 3 , Chernyshev Victor 1 , Ananikov Valentine P. 1,2
Организации
1 Platov South-Russian State Polytechnic University (NPI), Prosveschenya 132, 346428 Novocherkassk, Russian Federation
2 Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia
3 Guangzhou Institute of Energy Conversion, Chinese Academy of Sciences, No. 2, Nengyuan Road, Wushan Street, Guangzhou, 510640, China

Реферат: 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 π-acceptance and slightly enhanced the buried volume (%Vbur) 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.
Библиографическая ссылка: Pasyukov D. , Shevchenko M. , Vladimirovich Astakhov A. , Minyaev M.E. , Zhang Y. , Chernyshev V. , Ananikov V.P.
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. 2023. V.52. N34. P.12067-12086. DOI: 10.1039/d3dt02296j WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:001047921000001
Scopus: 2-s2.0-85169174718
OpenAlex: W4385278435
Цитирование в БД:
БД Цитирований
OpenAlex 10
Scopus 6
Web of science 9
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