Chalcogen bonding enabled photosynthesis of aryl selenides from aryl sulfonium salts

Literature Information

Publication Date 2023-11-29
DOI 10.1039/D3QO01719B
Impact Factor 5.281
Authors

Xiao-Di Su, Qing-Shuang Zhang, Bei-Bei Zhang, Lin He, Qiang Liu, Xiang-Yu Chen


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Abstract

While aryl sulfonium salts have emerged as a powerful tool for the synthesis of aryl–aryl/CF3 chalcogenides, a general and efficient charge transfer complex (CTC) strategy to access diverse aryl–aryl and aryl–alkyl chalcogenides remains underdeveloped. Herein, we describe a novel photoinduced chalcogen bonding (ChB) approach to synthesize aryl–aryl, aryl–alkyl selenides, and aryl–alkyl sulfides from aryl sulfonium salts. Our experimental and computational studies indicate that ChB facilitates the formation of a photoactive CTC between aryl sulfonium salts and dichalcogenides.

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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