Issue 15, 2024

Photoredox-catalyzed hydrogenation of alkenes assisted by an in situ generated PPh3(OH) radical and acetic acid

Abstract

Herein, a practical, mild and convenient strategy was disclosed for the hydrogenation of alkenes under photocatalytic conditions through a HAT/protonation process. A combination of experimental and computational studies suggested that water was activated by a phosphine radical cation to generate the critical intermediate, the PR3(OH) radical, which acted as a “free” hydrogen atom to facilitate the initial HAT process.

Graphical abstract: Photoredox-catalyzed hydrogenation of alkenes assisted by an in situ generated PPh3(OH) radical and acetic acid

Supplementary files

Article information

Article type
Research Article
Submitted
11 Apr 2024
Accepted
06 Jun 2024
First published
07 Jun 2024

Org. Chem. Front., 2024,11, 4187-4193

Photoredox-catalyzed hydrogenation of alkenes assisted by an in situ generated PPh3(OH) radical and acetic acid

Z. Xie, Y. Zheng, Z. Liao, C. Yuan, M. Li, K. Deng, H. Xiang, K. Chen and H. Yang, Org. Chem. Front., 2024, 11, 4187 DOI: 10.1039/D4QO00661E

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