Preparation of new ferrocenylmonophosphine ligands containing two planar chiral ferrocenyl moieties and their use for palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes

Abstract

Bis{(Rp)-2-[(1S)-1-methoxyethyl]ferrocenyl arylphosphines (S,Rp)-9 (aryl=4-MeOC6H4 (9a), Ph (9b), 4- CF3C6Ha (9c), 3,5-(CF3)2C6H3 (9d)), which contain two planar chiral ferrocenyl moieties, were prepared via (Rp)-1-bromo-2-[(1S)-1-methoxyethyl]ferrocene (S,Rp)-8). Asymmetric hydrosilylation of linear 1,3-dienes such as deca-1,3-diene (10a) with trichlorosilane in the presence of a palladium catalyst coordinated with 9d gave allylic silanes of up to 93% ee.