Highly selective electroreductive linear dimerization of electron-deficient vinylarenes. (3rd December 2021)

• Record Type: Journal Article
• Authors: Ning, Shulin; Zheng, Lianyou; Bai, Ya; Wang, Shutao; Wang, Siyu; Shi, Lingling; Gao, Qiansong; Che, Xin; Zhang, Zhuoqi; Xiang, Jinbao
• Is Part Of: Tetrahedron. Volume 102(2021)
• Publication Date: 2021-12-03
• Subjects: Electrochemistry -- Dimerization -- C–C formation -- Vinylarene -- 1, 4-Diarylbutane; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2021.132535
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A direct electroreductive dimerization of electron-deficient vinylarenes for the synthesis of 1, 4-diarylbutane has been developed using a simple undivided cell with inexpensive carbon electrodes at room temperature. The control and deuterium-labeling experiments of electroreductive dimerization suggest that the hydrogen source comes from the solvent CH3 CN. This protocol provides a mild and efficient route for the construction of C–C bond in moderate to good yields with high regioselectivity and broad substrate scope. Graphical abstract: A highly regioselective linear dimerization of electron-deficient vinylarenes under mild electrochemical conditions is introduced, which could provide direct access to a diverse set of 1, 4-diarylbutanes. Image 1