Two Ligands Transfer from Ag to Pd: En Route to (SIPr)Pd(CF₂H)(X) and Its Application in One-Pot C–H Borylation/Difluoromethylation

Abstract

A process for the concurrent transfer of both the NHC ligand and the difluoromethyl group from [(SIPr)Ag(CF₂H)] to PdX₂ (X = Cl, OAc, and OPiv) for the preparation of [(SIPr)Pd(CF₂H)X] complexes is described. These complexes were air-stable and easily underwent transmetalation with aryl pinacol boronate/reductive elimination to generate ArCF₂H in high yields. Based on this discovery, the first one-pot C-H borylation and difluoromethylation process for the preparation of difluoromethylated (hetero)arenes was developed.