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Reaction of alkynylsilanes with CuCl in polar solvents leading to alkynyl group transfer from Si to Cu
Authors:Yasushi Nishihara  Miwa Takemura  Atsunori Mori and Kohtaro Osakada
Institution:

Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan

Abstract:The reaction of 1-phenyl-2-trimethylsilylethyne with CuCl at 80–100°C in N,N-dimethylformamide (DMF) or N,N-dimethylimidazolidinone (DMI) yielded the alkynylcopper species Cu2Cl(C6-point triple bond; length half of m-dashCPh)]n (1) in 56–63% yields. Heating 1 at 80°C under aerobic conditions gave 1,4-diphenyl-1,3-butadiyne in 82% yield via an oxidative coupling of the phenylethynyl ligands.
Keywords:Alkynylsilane  Transmetalation  Copper salt  Oxidative coupling  Diyne
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