Lewis Base Catalyzed Selective Chlorination of Monosilanes

Chemistry : a European Journal
Alexander G SturmMax C Holthausen

Abstract

A preparatively facile, highly selective synthesis of bifunctional monosilanes R2 SiHCl, RSiHCl2 and RSiH2 Cl is reported. By chlorination of R2 SiH2 and RSiH3 with concentrated HCl/ether solutions, the stepwise introduction of Si-Cl bonds is readily controlled by temperature and reaction time for a broad range of substrates. In a combined experimental and computational study, we establish a new mode of Si-H bond activation assisted by Lewis bases such as ethers, amines, phosphines, and chloride ions. Elucidation of the underlying reaction mechanisms shows that alcohol assistance through hydrogen-bond networks is equally efficient and selective. Remarkably, formation of alkoxysilanes or siloxanes is not observed under moderate reaction conditions.

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Citations

Jan 10, 2019·Chemistry : a European Journal·Tobias SantowskiNorbert Auner
Apr 27, 2019·Chemistry : a European Journal·Alexander G SturmMax C Holthausen
Jul 31, 2020·ChemistryOpen·Maik GerwigEdwin Kroke
Jul 30, 2019·Chemistry : a European Journal·Tobias SantowskiNorbert Auner
Oct 24, 2018·Inorganic Chemistry·Arne GlüerSven Schneider
Sep 15, 2021·Journal of the American Chemical Society·Hendrik F T Klare, Martin Oestreich
Jan 15, 2022·Chemical Communications : Chem Comm·Iris ElserDouglas W Stephan

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