Functionalization of Tetraorganosilanes and Permethyloligosilanes at a Methyl Group on Silicon via Iridium-Catalyzed C(sp³)–H Borylation

Abstract

In the presence of an iridium 3,4,7,8-tetramethyl-1,10-phenanthroline catalyst, a methyl group on the silicon atom of alkyltrimethylsilanes undergoes selective C–H borylation with bis­(pinacolato)­diboron in cyclooctane at 135 °C to give alkyl­(borylmethyl)­dimethylsilanes. The C–H borylation of tetramethylsilane takes place efficiently at 100 °C. Permethyloligosilanes can also undergo C–H borylation without cleavage of the Si–Si bonds