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Manipulation of an electron by photoirradiation in the electron-catalyzed cross-coupling reaction
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- Eiji Shirakawa
- Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan.
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- Yuki Ota
- Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan.
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- Kyohei Yonekura
- Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan.
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- Keisho Okura
- Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan.
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- Sahiro Mizusawa
- Department of Applied Chemistry for Environment, School of Biological and Environmental Sciences, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan.
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- Sujan Kumar Sarkar
- Department of Chemistry, Graduate School of Advanced Science and Engineering, Hiroshima University, Higashihiroshima, Hiroshima 739-8526, Japan.
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- Manabu Abe
- Department of Chemistry, Graduate School of Advanced Science and Engineering, Hiroshima University, Higashihiroshima, Hiroshima 739-8526, Japan.
Description
<jats:p>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.</jats:p>
Journal
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- Science Advances
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Science Advances 9 (22), 2023-06-02
American Association for the Advancement of Science (AAAS)
