Lian Pengcheng, Long Wenhao, Li Jingjing, Zheng Yonggao, Wan Xiaobing
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123, P. R. China.
Angew Chem Int Ed Engl. 2020 Dec 21;59(52):23603-23608. doi: 10.1002/anie.202010801. Epub 2020 Oct 25.
This work demonstrates photoredox vicinal dichlorination of alkenes, based on the homolysis of CuCl in response to irradiation with visible light. This catalysis proceeds via a ligand to metal charge transfer process and provides an exciting opportunity for the synthesis of 1,2-dichloride compounds using an inexpensive, low-molecular-weight chlorine source. This new process exhibits a wide substrate scope, excellent functional group tolerance, extraordinarily mild conditions and does not require external ligands. Mechanistic studies show that the ready formation of chlorine atom radicals is responsible for the facile formation of C-Cl bonds in this synthetic process.
这项工作展示了基于氯化亚铜在可见光照射下的均裂反应实现的烯烃光氧化还原邻位二氯化反应。该催化反应通过配体到金属的电荷转移过程进行，为使用廉价的低分子量氯源合成1,2 - 二氯化物化合物提供了一个令人兴奋的机会。这一新方法具有广泛的底物范围、出色的官能团耐受性、极其温和的条件且无需外部配体。机理研究表明，氯原子自由基的快速形成是该合成过程中碳 - 氯键易于形成的原因。
