Hydrosilylation of Unsaturated (Hetero)aromatic Aldehydes and Related Compounds Catalyzed by Transition Metal Complexes.

Abstract [Rh(COD)CI] 2 has been found to be a more active catalyst than Ir, Ru, Pt and Pd complexes for the hydrosilylation of unsaturated furan and aromatic aldehydes with HSiEt 3 . 1,4- and 1,2-addition reactions giving unsaturated silyl ethers in cis - and trans -configurations occurred as well as the hydrogenation reactions which produce the corresponding saturated silyl ethers. The migration of the ethyl group was observed in the hydrosilylation of 3-ethyl-3-(5-nitrofuryl)acrolein. The dehydrogenative silylation occurred in the reactions of cinnamyl alcohol and furan-2-acrylic acid.