UNEXPECTED EFFECT OF N-HETEROCYCLIC CARBENE ON THE CATALYTIC ACTIVITY OF PALLADIUM COMPLEX IN THE CROSS-COUPLING REACTION OF K[C<sub>6</sub>F<sub>5</sub>BF<sub>3</sub>] WITH ARYL CHLORIDES

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.