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Updated: Jul 14, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Photoelectrochemical Dehydrogenative Cross-Coupling of Aliphatic C-H Bonds via an In-Situ-Generated Hypervalent
Fan Gong1, Shao-Hua Wu1, De-Yi Kong1
1The Education Ministry Key Lab of Resource Chemistry, Shanghai Key Laboratory of Rare Earth Functional Materials, and Shanghai Frontiers Science Center of Biomimetic Catalysis, Shanghai Normal University, Shanghai 200234, China.
Abstract:
A photoelectrochemical strategy is disclosed for the first time that allows for the in-situ generation of hypervalent iodine species I(III) via anodic oxidation, followed by photolytic formation of a trifluoroethoxy radical. This alkoxy radical undergoes hydrogen atom transfer (HAT) with aliphatic C(sp3)-H bonds to generate alkyl radicals, which are then captured by various trapping agents. This metal- and chemical-oxidant-free system operates under mild conditions, exhibits broad substrate scope and gram-scale scalability, and expands the utility of aryl iodides in photoelectrochemical synthesis.
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