An efficient class of P,N-type "phMezole-phos" ligands: Applications in palladium-catalyzed Suzuki coupling of aryl chlorides

This study describes an efficient class of hemilabile benzimidazolyl- phosphane ligands that can be easily accessed from commercially available and inexpensive starting materials. The application of this ligand array in the palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with arylboronic acids is described. The palladium catalyst generated from this hemilabile phosphane is highly effective in the Suzuki-Miyaura coupling of unactivated aryl chlorides, and catalyst loadings as low as 1 ppm can be achieved. An efficient class of hemilabile benzimidazolyl-phosphane ligands were synthesized. The palladium catalyst generated from this hemilabile phosphane is highly effective in the Suzuki-Miyaura coupling of unactivated aryl chlorides, and catalyst loadings as low as 1 ppm can be achieved.