Rhodium-catalyzed coupling reactions with acyl- and vinylsilanes

Abstract

Organosilicon compounds have attracted synthetic organic chemists because they have a potential to be used as the organometallic reagents which are stable in the air and water. As the recent transition metal-catalyzed reactions developed, catalytic reactions with organosilicon compounds have been also studied. However, most of the reported transition metal-catalyzed reactions with organosilicon compounds require the addition of at least a stoichiometric amount of fluoride salt and/or the introduction of heteroatom such as halogen or alkoxy group on the silicon atom. These activation methods are not economical because fluoride sources are expensive. Introduction of a heteroatom on the silicon atom makes the reagents unstable against hydrolysis and self-condensation. Thus synthetic organic chemists have studied on the methods to activate C–Si bonds of tetraorganosilicon compounds without adding any additional reagents. In this thesis, the author describes a novel synthetic reaction of tetraorganosilicon compounds, triorgano(vinyl)- and triorgano(acyl)silanes, catalyzed by a rhodium complex.