Synthesis of hydrosilylboronates via the monoborylation of a dihydrosilane Si–H bond and their application for the generation of dialkylhydrosilyl anions |
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| Authors: | Takumi Takeuchi Ryosuke Shishido Koji Kubota Hajime Ito |
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| Affiliation: | Division of Applied Chemistry and Frontier Chemistry Center, Faculty of Engineering, Hokkaido University, Sapporo Hokkaido Japan.; Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Sapporo Hokkaido Japan |
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| Abstract: | The synthesis of a series of hydrosilylboronates via the selective iridium- or nickel-catalyzed monoborylation of dihydrosilane Si–H bonds is described. The synthesized silylboronates, which bear a single Si–H bond, can be used as novel silicon nucleophiles in the presence of transition-metal catalysts or bases. The first 29Si{1H} NMR spectroscopic evidence for the formation of (t-Bu)2HSiLi, generated by the reaction of (t-Bu)2HSi–B(pin) with MeLi, is reported as the first example of a dialkylhydorosilyl lithium species.Monoborylation of a dihydrosilane Si–H bond can be achieved in the presence of iridium- or nickel-based catalysts, yielding novel hydrosilylboronates that bear a hydrogen atom at the silicon center. |
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