Silylation of Aryl Halides with Monoorganosilanes Activated by Lithium Alkoxide
journal contributionposted on 01.05.2018 by Takumi Yoshida, Laurean Ilies, Eiichi Nakamura
Any type of content formally published in an academic journal, usually following a peer-review process.
Lithium alkoxide activates a monoorganosilane to generate a transient LiH/alkoxysilane complex, which quickly reacts with aryl and alkenyl halides at 25 °C to deliver a diorganosilane product. Experimental and theoretical studies suggest that the reaction includes nucleophilic attack of LiH on the halogen atom of the organic halide to generate a transient organolithium/alkoxysilane intermediate, which undergoes quick carbon–silicon bond formation within the complex.