A General and Selective Synthesis of Methylmonochlorosilanes from Di-, Tri-, and Tetrachlorosilanes

Yuki Naganawa; Kei Sakamoto; Yumiko Nakajima

doi:10.1021/acs.orglett.0c04175

A General and Selective Synthesis of Methylmonochlorosilanes from Di-, Tri-, and Tetrachlorosilanes

Org Lett. 2021 Jan 15;23(2):601-606. doi: 10.1021/acs.orglett.0c04175. Epub 2020 Dec 29.

Authors

Yuki Naganawa¹, Kei Sakamoto¹, Yumiko Nakajima¹

Affiliation

¹ Interdisciplinary Research Center for Catalytic Chemistry (IRC3), National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, Japan.

PMID: 33373255
DOI: 10.1021/acs.orglett.0c04175

Abstract

Direct catalytic transformation of chlorosilanes into organosilicon compounds remains challenging due to difficulty in cleaving the strong Si-Cl bond(s). We herein report the palladium-catalyzed cross-coupling reaction of chlorosilanes with organoaluminum reagents. A combination of [Pd(C₃H₅)Cl]₂ and DavePhos ligand catalyzed the selective methylation of various dichlorosilanes 1, trichlorosilanes 5, and tetrachlorosilane 6 to give the corresponding monochlorosilanes.