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Synthesis of hydrosilylboronates via the monoborylation of a dihydrosilane Si-H bond and their application for the generation of dialkylhydrosilyl anions.


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.

SUBMITTER: Takeuchi T 

PROVIDER: S-EPMC8442725 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Synthesis of hydrosilylboronates <i>via</i> the monoborylation of a dihydrosilane Si-H bond and their application for the generation of dialkylhydrosilyl anions.

Takeuchi Takumi T   Shishido Ryosuke R   Kubota Koji K   Ito Hajime H  

Chemical science 20210803 35


The synthesis of a series of hydrosilylboronates <i>via</i> 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 <sup>29</sup>Si{<sup>1</sup>H} NMR spectroscopic evidence for the formation of (<i>t</i>-Bu)<sub>2</sub>HSiLi, generated by the reaction of (<i>t</i>-Bu)<sub>2</sub>HSi-  ...[more]

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