A (Borylmethyl)silane Bearing Three Hydrolyzable Groups on Silicon: Synthesis via Iridium-Catalyzed C(sp(3))-H Borylation and Conversion to Functionalized Siloxanes

作者：Ohmura Toshimichi^*; Sasaki Ikuo; Torigoe Takeru; Suginome Michinori^*

来源：Organometallics, 2016, 35(11): 1601-1603.

DOI：10.1021/acs.organomet.6b00316

An iridium-catalyzed C(sp(3))-H borylation of X3SiMe (X = hydrolyzable group) was established. A trialkoxy(methyesilane bearing sterically demanding neopentyloxy groups (X = neopentyloxy) underwent C-H borylation at the methyl group on silicon, giving.(borylmethyl)tris(neopentyloxy)silane in 70% isolated yield. The choice of the hydrolyzable group X was the key to efficient and chemoselective C-H borylation; trialkoxy(methyl)silanes bearing sterically less demanding alkoxy groups (X = ethoxy, n-butyloxy, and isobutyloxy) suffered from C-H activation at the alkoxy groups, and trichloro(methyl)silane (X = CO failed to react. A. trimethylsiloxy group could substitute the neopentyloxy groups of the borylated product by the reaction of trimethylsilanol in the presence of tetrabutylammonium fluoride.

• 出版日期2016-6-13