Exploiting the trifluoroethyl group as a precatalyst ligand in nickel-catalyzed Suzuki-type alkylations.

ABSTRACT: We report herein the exploitment of the partially fluorinated trifluoroethyl as precatalyst ligands in nickel-catalyzed Suzuki-type alkylation and fluoroalkylation coupling reactions. Compared with the [L _n Ni^II(aryl)(X)] precatalysts, the unique characters of bis-trifluoroethyl ligands imparted precatalyst [(bipy)Ni(CH₂CF₃)₂] with bench-top stability, good solubilities in organic media and interesting catalytic activities. Preliminary mechanistic studies reveal that an eliminative extrusion of a vinylidene difluoride (VDF, CH₂[double bond, length as m-dash]CF₂) mask from [(bipy)Ni(CH₂CF₃)₂] is a critical step for the initiation of a catalytic reaction.

SUBMITTER: Yang Y 

PROVIDER: S-EPMC6540912 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature