Triazole-based monophosphine ligands for palladium-catalyzed cross-coupling reactions of aryl chlorides

A detailed study on ligand preparation and their applications to the amination reactions of unactivated aryl chlorides and Suzuki-Miyaura coupling reactions of different substrates including ortho-substituted aryl chlorides to form hindered biaryls is discussed. A cache model for the Pd/7i complex shows that the likelihood of a Pd-arene interaction might be a rationale for its high catalytic activity.