Pt-Catalyzed Hydrosilylation of 1,3-Diynes with Triorganosilanes: Regio- and Stereoselective Synthesis of Mono- or Bis-silylated Adducts

An efficient method has been successfully developed for the functionalization of various 1,3-diynes by the hydrosilylation reaction with triethyl- or triphenylsilane catalyzed by Pt catalysts (Pt₂(dvs)₃, PtO₂, or Pt­(PPh₃)₄). Comprehensive optimization studies were performed for the first time to find suitable process conditions for the stereo- and regioselective formation of mono- or bis-silylated adducts from commercially available substrates and catalysts. Silyl-substituted 1,3-enynes or bis-silyl-functionalized buta-1,3-dienes were obtained with excellent yields and fully characterized.