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Unexpected Effect of N-Heterocyclic Carbene on the Catalytic Activity of Palladium Complex in the Cross-Coupling Reaction of K[C6F5BF3] with Aryl Chlorides Full article

Journal Doklady Chemistry
ISSN: 0012-5008 , E-ISSN: 1608-3113
Output data Year: 2023, DOI: 10.1134/S0012500823600979
Tags cross-coupling, aryl bromides, aryl chlorides, N-heterocyclic carbenes, pentafluorophenyltrifluoroborate, palladium catalyst
Authors Adonin N.Yu. 1 , Shabalin A.Yu. 1 , Prikhod’ko S.A. 1 , Bardin V.V. 2
Affiliations
1 Boreskov Institute of Catalysis, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia
2 Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation 0239-2021-0008

Abstract: In the palladium-catalyzed cross-coupling of potassium pentafluorophenyltrifluoroborate with aryl chlorides in the presence of the precursor of SIMes carbene, the yields of pentafluorobiphenyls decrease, whereas the yield of 2,3,4,5,6-pentafluoro-4'-methylbiphenyl from 4-bromotoluene under the same conditions increases. An explanation for this phenomenon and for the intensification of the side hydrodeboration reaction of the initial borate has been proposed.
Cite: Adonin N.Y. , Shabalin A.Y. , Prikhod’ko S.A. , Bardin V.V.
Unexpected Effect of N-Heterocyclic Carbene on the Catalytic Activity of Palladium Complex in the Cross-Coupling Reaction of K[C6F5BF3] with Aryl Chlorides
Doklady Chemistry. 2023. DOI: 10.1134/S0012500823600979 WOS Scopus РИНЦ AN OpenAlex
Original: Адонин Н.Ю. , Шабалин А.Ю. , Приходько С.А. , Бардин В.В.
Неожиданное влияние N-гетероциклического карбена на каталитическую активность палладиевого комплекса в реакции кросс-сочетания K[C6F5BF3] с арилхлоридами
Доклады Российской академии наук. Химия, науки о материалах (Доклады Академии наук до 2019 года). 2023. Т.513. №1. С.29-33. DOI: 10.31857/S2686953522600829 РИНЦ OpenAlex
Dates:
Submitted: Dec 1, 2022
Accepted: May 4, 2023
Published online: Jan 20, 2024
Identifiers:
Web of science: WOS:001171931500004
Scopus: 2-s2.0-85182692189
Elibrary: 63299318
Chemical Abstracts: 2024:183068
OpenAlex: W4391065940
Citing: Пока нет цитирований
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