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Generation of bis(pentafluorophenyl)borane-dimethyl sulfide complex as a solution of hexane and its application to hydroboration of alk-1-yne with pinacolborane
Authors:Masayuki Hoshi  Kazuya Shirakawa  Mitsuhiro Okimoto
Affiliation:Department of Applied and Environmental Chemistry, Kitami Institute of Technology, 165 Koen-cho, Kitami, Hokkaido 090-8507, Japan
Abstract:A solution of bis(pentafluorophenyl)borane-dimethyl sulfide complex in hexane was generated by redistribution between tris(pentafluorophenyl)borane and borane-dimethyl sulfide complex. In the resulting solution a stoichiometric hydroboration of alk-1-yne with pinacolborane proceeded well at room temperature to afford (E)-alk-1-enylboronic acid pinacol ester in high yield. Bis(pentafluorophenyl)borane-dimethyl sulfide complex served as a mediator for the hydroboration.
Keywords:Bis(pentafluorophenyl)borane-dimethyl sulfide complex   Tris(pentafluorophenyl)borane   Borane-dimethyl sulfide complex   Hydroboration   Pinacolborane
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