Electroreduction of unactivated alkenes using water as hydrogen source

Yanwei Wang, Qian Wang, Lei Wu, Kangping Jia, Minyan Wang () and Youai Qiu ()
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Yanwei Wang: Nankai University
Qian Wang: Nankai University
Lei Wu: Nanjing University
Kangping Jia: Nankai University
Minyan Wang: Nanjing University
Youai Qiu: Nankai University

Nature Communications, 2024, vol. 15, issue 1, 1-10

Abstract: 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 H2O as an H-source. The catalytic amounts of Si-additive work as an H-carrier from H2O 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 D2O instead of H2O 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.

Date: 2024
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DOI: 10.1038/s41467-024-47168-w

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