Activation and C-C Coupling of Aryl Iodides via Bismuth Photocatalysis

被引:1
|
作者
Mato, Mauro [1 ]
Stamoulis, Alexios [1 ]
Bruzzese, Paolo Cleto [2 ]
Cornella, Josep [1 ]
机构
[1] Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45470 Mulheim, Germany
[2] Max Planck Inst Chem Energiekonvers, Stiftstr 34?36, D-45470 Mulheim, Germany
基金
欧洲研究理事会;
关键词
bismuth catalysis; radical catalysis; photocatalysis; cross-coupling reactions; aryl halide activation; LIGAND-TO-LIGAND; PHOTOREDOX CATALYSIS; ELECTRON-TRANSFER; AMINOALKYL RADICALS; CHARGE-TRANSFER; LIGHT;
D O I
10.1002/anie.202418367
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Within the emerging field of bismuth redox catalysis, the catalytic formation of C-C bonds using aryl halides would be highly desirable; yet such a process remains a synthetic challenge. Herein, we present a chemoselective bismuth-photocatalyzed activation and subsequent coupling of (hetero)aryl iodides with pyrrole derivatives to access C(sp2)-C(sp2) linkages through C-H functionalization. This unique reactivity is the result of the bismuth complex featuring two redox state-dependent interactions with light, which 1) activates the Bi(I) complex for oxidative addition via MLCT, and 2) promotes the homolytic cleavage of aryl Bi(III) intermediates through a LLCT process.
引用
收藏
页数:7
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