General method for carbon–heteroatom cross-coupling reactions via semiheterogeneous red-light metallaphotocatalysis

Geyang Song, Wei Zhang, Jiameng Song, Qi Li, Yuyu Feng, Hongyu Liang, Tengfei Kang, Jianyang Dong, Gang Li, Juan Fan, Xue-Peng Zhang, Quan Gu (), Chao Wang and Dong Xue ()
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Geyang Song: Shaanxi Normal University
Wei Zhang: Shaanxi Normal University
Jiameng Song: Shaanxi Normal University
Qi Li: Shaanxi Normal University
Yuyu Feng: Shaanxi Normal University
Hongyu Liang: Shaanxi Normal University
Tengfei Kang: Shaanxi Normal University
Jianyang Dong: Shaanxi Normal University
Gang Li: Shaanxi Normal University
Juan Fan: Shaanxi Normal University
Xue-Peng Zhang: Shaanxi Normal University
Quan Gu: Shaanxi Normal University
Chao Wang: Shaanxi Normal University
Dong Xue: Shaanxi Normal University

Nature Communications, 2025, vol. 16, issue 1, 1-15

Abstract: Abstract Combining transition-metal catalysis with photocatalysis has emerged as a valuable, complementary approach for achieving carbon–heteroatom cross-coupling reactions. However, the need to use blue or high-energy near-UV light leads to problems with scalability, chemoselectivity, and catalyst deactivation, which have limited the synthetic applications of this combination. Herein, we report a method for red-light-driven nickel-catalyzed cross-coupling reactions of aryl halides with 11 different types of nucleophiles using a polymeric carbon nitride (CN-OA-m) as a photocatalyst. This semiheterogeneous catalyst system enabled the formation of four different types of carbon–heteroatom bonds (C–N, C–O, C–S, and C–Se) with a wide range of substrates (more than 200 examples) with yields up to 94%. Moreover, the photocatalyst is easily recovered and recycled, which makes it a promising new tool for the development of other reactions involving red-light metallaphotoredox catalysis.

Date: 2025
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DOI: 10.1038/s41467-025-61812-z

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