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 (29)Si{(1)H} NMR spectroscopic evidence for the formation of (t-Bu)(2)HSiLi, generated by the reaction of (t-Bu)(2)HSi–B(pin) with MeLi, is reported as the first example of a dialkylhydorosilyl lithium species.