Issue 10, 2025

Chemo- and stereoselective synthesis of Z-alkenes via electrochemical Pd-catalyzed alkyne reduction

Abstract

In this study, we introduce an electrocatalytic reaction for hydrogenating alkynes to Z-alkenes, which demonstrates exceptional efficiency with high chemo- and stereoselectivity. Control experiments reveal that hydrogen primarily originates from the solvent, supporting a mechanism where palladium catalyzes continuous hydrogen adsorption and transfer under cathodic conditions. The synthetic value of the Z-alkene products, the mild, green nature of the method, and successful gram-scale experiments underscore the potential of this approach for practical and industrial applications, offering a more sustainable and scalable alternative to traditional catalytic processes for selective alkene synthesis.

Graphical abstract: Chemo- and stereoselective synthesis of Z-alkenes via electrochemical Pd-catalyzed alkyne reduction

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Article information

Article type
Communication
Submitted
03 Dec 2024
Accepted
28 Jan 2025
First published
29 Jan 2025

Org. Biomol. Chem., 2025,23, 2386-2390

Chemo- and stereoselective synthesis of Z-alkenes via electrochemical Pd-catalyzed alkyne reduction

H. Zhang, W. Cui, X. Jin, Y. Yang and X. Zhang, Org. Biomol. Chem., 2025, 23, 2386 DOI: 10.1039/D4OB01958J

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