Hydrosilylation of 1,4-Bis(trimethylsilyl)butadiyne and Silyl-Substituted Butenynes

Abstract

Abstract Hydrosilylation of 1,4-bis(trimethylsilyl)butadiyne using various hydridosilanes and Pt(IV), Pt(0), Rh(I) or Pd catalyst gave, depending on catalyst and hydridosilane, 1,1,3,4-tetrasilyl-substituted 1,3-butadienes or 1,1,3,4-tetrasilyl-substitued 1,2-butadienes. Formation of the 1,2-butadienes was proved to be attributable to second hydrosilylation of primary products 1,2,4-trisilyl-1-buten-3-ynes. For the second hydrosilylation a mechanism was proposed that involves silylmetalation induced through a metalacyclopropene intermediate.