Issue 7, 2025

Organic photoredox-catalyzed unimolecular PCET of benzylic alcohols

Abstract

Proton-coupled electron transfer (PCET) is a crucial chemical process involving the simultaneous or sequential transfer of protons and electrons, playing a vital role in biological processes and energy conversion technologies. This study investigates the use of an organic photoredox catalyst to facilitate a unimolecular PCET process for the generation of alkyl radicals from benzylic alcohols, with a particular focus on alcohols containing electron-rich arene units. By employing a benzophenone derivative as the catalyst, the reaction proceeds efficiently under photoirradiation, achieving significant yields without the need for a Brønsted base. The findings highlight the potential of this unimolecular PCET mechanism to streamline radical generation in organic synthesis, offering a more efficient and flexible alternative to conventional methods.

Graphical abstract: Organic photoredox-catalyzed unimolecular PCET of benzylic alcohols

Supplementary files

Article information

Article type
Edge Article
Submitted
16 Oct 2024
Accepted
09 Dec 2024
First published
08 Jan 2025
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2025,16, 3150-3156

Organic photoredox-catalyzed unimolecular PCET of benzylic alcohols

T. Matsuo, M. Sano, Y. Sumida and H. Ohmiya, Chem. Sci., 2025, 16, 3150 DOI: 10.1039/D4SC07048H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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