Electrochemical cobalt-catalyzed semi-deuteration of alkynes to access deuterated Z-alkenes

Wen-Jie Feng, Zhe Chang, Xi Lu () and Yao Fu ()
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Wen-Jie Feng: University of Science and Technology of China
Zhe Chang: University of Science and Technology of China
Xi Lu: University of Science and Technology of China
Yao Fu: University of Science and Technology of China

Nature Communications, 2025, vol. 16, issue 1, 1-9

Abstract: Abstract Deuterium labeling has found extensive applications across various research fields, including organic synthesis, drug design, and molecular imaging. Electrocatalytic semi-hydrogenation of alkynes offers a viable route for the synthesis of Z-alkenes, yet it falls short in achieving the semi-deuteration of these compounds. In this study, we report an electrochemical cobalt-catalyzed transfer deuteration reaction that proficiently accomplishes the semi-deuteration of alkynes, yielding Z-configuration deuterated alkene products. This reaction utilizes cost-effective cobalt salts as catalysts and employs D2O and AcOD (acetic acid-d) as economical and efficient deuterium sources, underscoring its practicality and feasibility. The reaction demonstrates a broad alkyne substrate scope, high reaction efficiency, good functional group compatibility, excellent Z-selectivity, and a remarkable degree of deuteration rate.

Date: 2025
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DOI: 10.1038/s41467-025-57782-x

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