Gold and Bismuth Trimetallic Synergistic Redox Catalysis for Non‐Directed C─H Arylation with Aryl Bismuth

Gold and Bismuth Trimetallic Synergistic Redox Catalysis for Non‐Directed C─H Arylation with Aryl Bismuth Научная публикация

Журнал

Angewandte Chemie International Edition
ISSN: 1521-3773 , E-ISSN: 1433-7851

Вых. Данные

Год: 2025, Том: 64, Номер: 34, Номер статьи : e202510357, Страниц : 8 DOI: 10.1002/anie.202510357

Авторы

Duan-Yang Liu ¹ , Zhou Sitian ¹ , Tian Linhan ¹ , Zhang Honglei ² , He Wei ² , Guo Kai ² , Zhu Congqing ¹ , Zhu Chengjian ¹ , Konchenko Sergey N. ⁴ , Li Weipeng ¹ , Xie Jin ³

Организации

1	State Key Laboratory of Coordination Chemistry, Jiangsu KeyLaboratory of Advanced Organic Materials, Chemistry andBiomedicine Innovation Center (ChemBIC), School of Chemistry andChemical Engineering, Nanjing University, Nanjing 210023, China
2	State Key Laboratory of Materials-Oriented Chemical Engineering,College of Biotechnology and Pharmaceutical Engineering, NanjingTech University, Nanjing 211816, China
3	State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 211198, China
4	Nikolaev Institute of Inorganic Chemistry SB RAS, Acad. LavrentievaAve. 3, Novosibirsk 630090, Russia

The influence of substituent effects plays an important role on the efficiency and regioselectivity toward C─H activation of non-directed arenes. Here, an unprecedented trimetallic synergistic redox catalysis system has been developed to achieve a highly efficient and orthogonal C─H arylation of non-directed arenes with aryl bismuth. Both electron-rich and -deficient aryl bismuth can proceed C─H arylation readily, thus affording an elegant strategy for the synthesis of challenging electron-rich and sterically hindered biaryls by means of gold catalysis. Mechanistic studies reveal that Bi(V) species generated in-situ from Ar─Bi(III) and NFSI is not only an arylation reagent but also an oxidant to form a critical Au(II)─Au(II)─Bi intermediate (detected byHRMS). Interestingly, the binding Bi-moiety can modulate the electronic and steric environment of gold center through cooperative interactions, thus promoting the intramolecular transmetallation and reductive elimination. In addition, the synthetic robustness of this protocol has been demonstrated by gram-scale experiments and late-stage functionalization of complex molecules.

Duan-Yang L. , Zhou S. , Tian L. , Zhang H. , He W. , Guo K. , Zhu C. , Zhu C. , Konchenko S.N. , Li W. , Xie J.
Gold and Bismuth Trimetallic Synergistic Redox Catalysis for Non‐Directed C─H Arylation with Aryl Bismuth
Angewandte Chemie International Edition. 2025. V.64. N34. e202510357 :1-8. DOI: 10.1002/anie.202510357 OpenAlex

Поступила в редакцию:	12 мая 2025 г.
Принята к публикации:	24 июн. 2025 г.
Опубликована online:	2 июл. 2025 г.
Опубликована в печати:	18 авг. 2025 г.

OpenAlex:

W4411592418

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