Electron-Shuttle Catalysis by Diaryl Diselenides for Photochemical Anti-Markovnikov Hydroalkoxylation of Alkenes

The development of general anti-Markovnikov hydroalkoxylation methods remains challenging due to competing alkene oxidation and photocatalyst-alcohol compatibility issues. Herein, diaryl diselenides serve as efficient electron-shuttle catalysts for visible-light-driven anti-Markovnikov hydroalkoxylation in combination with TPT<sup>+</sup>BF<sub>4</sub><sup>-</sup>. A broad range of aryl- and alkyl-substituted alkenes and diverse alcohols are accommodated, affording products up to 97% yield. Mechanistic studies reveal a diselenide-mediated, multistep electron-shuttle pathway that enables mild and selective transformations.

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Publication Details

Journal
Organic Letters
Published
2026-02-09
DOI
https://doi.org/10.1021/acs.orglett.6c00049
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Electron-Shuttle Catalysis by Diaryl Diselenides for Photochemical Anti-Markovnikov Hydroalkoxylation of Alkenes

Hun Young Kim, InHo Jang, Kyungsoo Oh
Organic Letters
Radical Photochemical Reactions
article

Electron-Shuttle Catalysis by Diaryl Diselenides for Photochemical Anti-Markovnikov Hydroalkoxylation of Alkenes

Hun Young Kim, InHo Jang, Kyungsoo Oh
article en

Abstract

The development of general anti-Markovnikov hydroalkoxylation methods remains challenging due to competing alkene oxidation and photocatalyst-alcohol compatibility issues. Herein, diaryl diselenides serve as efficient electron-shuttle catalysts for visible-light-driven anti-Markovnikov hydroalkoxylation in combination with TPT<sup>+</sup>BF<sub>4</sub><sup>-</sup>. A broad range of aryl- and alkyl-substituted alkenes and diverse alcohols are accommodated, affording products up to 97% yield. Mechanistic studies reveal a diselenide-mediated, multistep electron-shuttle pathway that enables mild and selective transformations.

Organic LettersVol. 28(7)
Chung-Ang University (KR)
Openalex Percentile: Top 60%
Radical Photochemical Reactions
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Electron-Shuttle Catalysis by Diaryl Diselenides for Photochemical Anti-Markovnikov Hydroalkoxylation of Alkenes — Hun Young Kim, InHo Jang, et al. · Organic Letters (2026) | TGRS Research Map | TGRS