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Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction.

ABSTRACT: An electron has recently been shown to catalyze the cross-coupling reaction of organometallic compounds with aryl halides. In terms of green and sustainable chemistry, the electron catalysis is much more desirable than the inevitably used transition metal catalysis but a high temperature of more than 100°C is required to achieve it. Here, we disclose that visible light photoirradiation accelerates the electron-catalyzed reaction of arylzinc reagents with aryl halides with the aid of a photoredox catalysis. Photoexcitation of a photoredox catalyst and an anion radical intermediate respectively affects the supply and transfer of the electron catalyst, promoting the cross-coupling reaction to proceed at room temperature. The supply of the electron catalyst by the photoredox catalysis makes the scope of aryl halides wider.

SUBMITTER: Shirakawa E

PROVIDER: S-EPMC10413655 | biostudies-literature | 2023 Jun

REPOSITORIES: biostudies-literature

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Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction.

Shirakawa Eiji E Ota Yuki Y Yonekura Kyohei K Okura Keisho K Mizusawa Sahiro S Sarkar Sujan Kumar SK Abe Manabu M

Science advances 20230531 22

An electron has recently been shown to catalyze the cross-coupling reaction of organometallic compounds with aryl halides. In terms of green and sustainable chemistry, the electron catalysis is much more desirable than the inevitably used transition metal catalysis but a high temperature of more than 100°C is required to achieve it. Here, we disclose that visible light photoirradiation accelerates the electron-catalyzed reaction of arylzinc reagents with aryl halides with the aid of a photoredox ...[more]

PMID: 37256951

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