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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
- Authors: Adonin N.Y.1, Shabalin A.Y.1, Prikhod’ko S.A.1, Bardin V.V.2
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Affiliations:
- Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences
- N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
- Issue: Vol 513, No 1 (2023)
- Pages: 29-33
- Section: CHEMISTRY
- URL: https://rjpbr.com/2686-9535/article/view/651927
- DOI: https://doi.org/10.31857/S2686953522600829
- EDN: https://elibrary.ru/BCXHTV
- ID: 651927
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Abstract
In the presence of the precursor of carbene SIMes, the yields of pentafluorobiphenyls in the palladium-catalyzed cross-coupling of potassium pentafluorophenyltrifluoroborate with aryl chlorides decrease while under the same conditions yield of 2,3,4,5,6-pentafluoro-4′-methylbiphenyl from 4-bromotoluene increases. An explanation for this phenomenon is proposed, as well as for the intensification of the side hydrodeboration reaction of the initial borate.
About the authors
N. Yu. Adonin
Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences
Author for correspondence.
Email: adonin@catalysis.ru
Russian, 630090, Novosibirsk
A. Yu. Shabalin
Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences
Email: adonin@catalysis.ru
Russian, 630090, Novosibirsk
S. A. Prikhod’ko
Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences
Email: adonin@catalysis.ru
Russian, 630090, Novosibirsk
V. V. Bardin
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
Email: adonin@catalysis.ru
Russian, 630090, Novosibirsk
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