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Aryl sulfonium salt electron donor-acceptor complexes for halogen atom transfer: Isocyanides as tunable coupling partners
Chem ( IF 23.5 ) Pub Date : 2024-02-13 , DOI: 10.1016/j.chempr.2024.01.020
Huaibo Zhao , Valentina D. Cuomo , James A. Rossi-Ashton , David J. Procter

The photoactivation of sulfonium salt EDA (electron donor-acceptor) complexes provides a mild platform for aryl-radical-mediated halogen atom transfer activation of a wide range of functionalized alkyl iodides, including tertiary alkyl iodides. Using an aryl sulfonium salt with carbonate as an inexpensive donor for EDA complex formation, the general reaction platform has been applied in a divergent, metal-free photochemical approach to nitriles and amides. This divergency was made possible by tuning the isocyanide radical traps. For example, the identification of a readily accessible, bench-stable, and crystalline amide containing isocyanide grants access to nitrile products with complete selectivity.



中文翻译:

用于卤素原子转移的芳基锍盐电子供体-受体配合物:异氰化物作为可调偶联伙伴

锍盐 EDA(电子供体-受体)复合物的光活化为芳基介导的卤素原子转移活化各种官能化烷基碘(包括叔烷基碘)提供了温和的平台。使用芳基锍盐和碳酸盐作为 EDA 络合物形成的廉价供体,通用反应平台已应用于腈和酰胺的不同、无金属光化学方法。这种差异是通过调节异氰化物自由基陷阱而成为可能的。例如,鉴定一种易于获得、工作台稳定且含有异氰化物的结晶酰胺,可以完全选择性地获得腈产品。

更新日期:2024-02-13
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