Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions

A family of biaryl phosphacyclic ligands derived from phobane and phosphatrioxa-adamantane frameworks is described. The rigid biaryl phosphacycles are efficient for Suzuki-Miyaura cross-coupling of aryl bromides and chlorides. In particular, coupling reactions of the challenging sterically hindered and heterocyclic substrates were viable at room temperature. Efficient palladium catalyst systems consisting of bench-stable biaryl phosphacycles and Pd(OAc) 2 are described for Suzuki-Miyaura cross-coupling reactions of a diverse array of aryl halides and arylboronic acids.