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Highly (Z)-selective hydrosilylation of terminal alkynes catalyzed by a diphosphinidenecyclobutene-coordinated ruthenium complex: application to the synthesis of (Z,Z)-bis(2-bromoethenyl)arenes
Authors:Nagao Masato  Asano Kimihiro  Umeda Kazutoshi  Katayama Hiroyuki  Ozawa Fumiyuki
Institution:International Research Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
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%).
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