Electronically flexible PYA ligands for efficient palladium-catalyzed α-arylation of ketones.

ABSTRACT: Palladium-catalyzed cross-coupling chemistry and in particular ketone α-arylation has been relying on a rather narrow range of supporting ligands with almost no alternatives to phosphines and N-heterocyclic carbenes. Here we introduce a class of well-defined palladium(II) complexes supported by N,N'-chelating and electronically flexible pyridylidene amide (PYA)-pyridyl ligands as catalysts for efficient α-arylation of ketones. Steric and electronic variations of the N,N'-bidentate ligand indicate that the introduction of an ortho-methyl group on the pyridinum heterocycle of the PYA ligand enhances the arylation rate and prevents catalyst deactivation, reaching turnover numbers up to 7300 and turnover frequencies of almost 10 000 h^-1, which is s

SUBMITTER: Reusser E 

PROVIDER: S-EPMC10660196 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature