Highly (<i>Z</i>)-Selective Hydrosilylation of Terminal Alkynes Catalyzed by a Diphosphinidenecyclobutene-Coordinated Ruthenium Complex: Application to the Synthesis of (<i>Z</i>,<i>Z</i>)-Bis(2-bromoethenyl)arenes

Abstract

[reaction: see text] Complex 1 bearing a diphosphinidenecyclobutene ligand (DPCB-OMe) catalyzes highly stereoselective hydrosilylation of diethynylarenes with HSiMe2Ph to afford (Z,Z)-bis(2-silylethenyl)arenes. Treatment of the hydrosilylation products with N-bromosuccinimide causes bromodesilylation in a stereospecific manner, giving (Z,Z)-bis(2-bromoethenyl)arenes in high geometrical purity (>98%).