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

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.