大学化学2025，Vol.40Issue(2)：348-356,9.DOI:10.12461/PKU.DXHX202405158
环己烯的电化学自由基碳氢键氧化反应
Electrochemical C―H Oxidation of Cyclohexene via a Radical Pathway
摘要
Abstract
The synthesis of cyclohexene is a classic experiment in basic organic chemistry laboratory courses.Utilizing cyclohexene as a substrate,we demonstrate the significant role of radical reactions in modern chemistry by performing electrochemical C―H bond functionalization.In this study,we achieve the oxidation of the C―H bond in cyclohexene under electrochemical conditions using N-hydroxyphthalimide as both a hydrogen atom transfer catalyst and an oxidizing agent,eliminating the need for additional oxidants.The process employs inexpensive and readily available electrode materials,and the solvent used can be recycled.Furthermore,students can gain fundamental insights into this C―H bond oxidation reaction through electrochemical analyses and bond dissociation energy assessments.The reaction conditions are mild and safe,with a duration suitable for undergraduate laboratory courses.The reproducibility of this method has been validated by multiple undergraduate students.关键词
环己烯/电化学/碳氢键/自由基Key words
Cyclohexene/Electrochemistry/C―H bond/Radical分类
社会科学引用本文复制引用
钟颖璇,魏占坤,周立镈,宗嘉渊,李梦帆,程旭..环己烯的电化学自由基碳氢键氧化反应[J].大学化学,2025,40(2):348-356,9.基金项目
基础学科拔尖学生培养计划2.0重点课题(20221021) （20221021）
