Bite angle effect of bidentate P–N ligands in palladium catalysed allylic alkylation †

Abstract

Two series of new bidentate P–N ligands have been synthesized. Application of these ligands in the palladium catalysed allylic alkylation of crotyl chloride and cinnamyl chloride leads to the preferential formation of the branched product. A larger bite angle of the ligand leads to higher regioselectivity. Stoichiometric alkylation of the complex [Pd(C4H7){p-MeOC6H4CN(CH2)4OPPh2}][O3SCF3] proceeds with 88% regioselectivity to the branched product.