Electroreduction of unactivated alkenes using water as hydrogen source.

Wang, Yanwei; Wang, Qian; Wu, Lei; Jia, Kangping; Wang, Minyan; Qiu, Youai · Nat Commun · 2024

basic_science · Level V

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Abstract

Herein, we report an electroreduction of unactivated alkyl alkenes enabled by [Fe]-H, which is provided through the combination of anodic iron salts and the silane generated in situ via cathodic reduction, using H<sub>2</sub>O as an H-source. The catalytic amounts of Si-additive work as an H-carrier from H<sub>2</sub>O to generate a highly active silane species in situ under continuous electrochemical conditions. This approach shows a broad substrate scope and good functional group compatibility. In addition to hydrogenation, the use of D<sub>2</sub>O instead of H<sub>2</sub>O provides the desired deuterated products in good yields with excellent D-incorporation (up to >99%). Further late-stage hydrogenation of complex molecules and drug derivatives demonstrate potential application in the pharmaceutical industry. Mechanistic studies are performed and provide support for the proposed mechanistic pathway.