Synthesis of 2,5-bis(binaphthyl)phospholes and phosphametallocene derivatives and their application in palladium-catalyzed asymmetric hydrosilylation

Novel chiral and enantiomerically pure phospholes, which have axially chiral biaryl substituents at the 2- and 5-positions of the phosphole rings, have been prepared and converted into a Variety of phosphametallocenes with retention of the chiral substituents. The phospholes and the phosphametallocenes have been applied to palladium-catalyzed asymmetric hydrosilylation of 5,5-dimethyl-1-hexen-3-yne to give an axially chiral allenylsilane with high enantioselectivity of up to 92% ee.