Electron-Catalyzed Cross-Coupling Reaction of Arylzinc Reagents with Aryl Triflates Accelerated by Photoirradiation

The electron-catalyzed cross-coupling reaction of arylzinc reagents with aryl triflates was found to proceed under photoirradiation. Here arylzinc reagents undergo coupling with aryl triflates having an electron-donating or -withdrawing substituent. The studies on the reaction mechanism suggest that one of the driving forces of the carbon-carbon bond-forming step is a Lewis acid-base interaction between the metal center of arylzinc reagents and the leaving group of aryl electrophiles.

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Publication Details

Journal
Organic Letters
Published
2025-06-27
DOI
https://doi.org/10.1021/acs.orglett.5c02080
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Electron-Catalyzed Cross-Coupling Reaction of Arylzinc Reagents with Aryl Triflates Accelerated by Photoirradiation

Kyohei Yonekura, Y. Ota, Sebun Masaki, Kunio Mukai et al.
Organic Letters
Radical Photochemical Reactions
article

Electron-Catalyzed Cross-Coupling Reaction of Arylzinc Reagents with Aryl Triflates Accelerated by Photoirradiation

Kyohei Yonekura, Y. Ota, Sebun Masaki, Kunio Mukai, Eiji Shirakawa, Takumi Ariyada
article en

Abstract

The electron-catalyzed cross-coupling reaction of arylzinc reagents with aryl triflates was found to proceed under photoirradiation. Here arylzinc reagents undergo coupling with aryl triflates having an electron-donating or -withdrawing substituent. The studies on the reaction mechanism suggest that one of the driving forces of the carbon-carbon bond-forming step is a Lewis acid-base interaction between the metal center of arylzinc reagents and the leaving group of aryl electrophiles.

Organic LettersVol. 27(27)
Kwansei Gakuin University (JP)
Core Research for Evolutional Science and Technology
Openalex Percentile: Top 89%
Radical Photochemical Reactions
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Electron-Catalyzed Cross-Coupling Reaction of Arylzinc Reagents with Aryl Triflates Accelerated by Photoirradiation — Kyohei Yonekura, Y. Ota, et al. · Organic Letters (2025) | TGRS Research Map | TGRS