Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2772-2777.DOI: 10.6023/cjoc202005073 Previous Articles     Next Articles

镍(II)催化芳香烃氧化-偶联反应

吴杰庆, 顾洁凡, 陈钦睿, 马鸿飞, 李玉峰   

  1. 南京工业大学化学与分子工程学院 南京 211816
  • 收稿日期:2020-05-26 修回日期:2020-06-19 发布日期:2020-07-17
  • 通讯作者: 李玉峰 E-mail:yufengli@njtech.edu.cn

Ni(II)-Catalyzed Oxidative Coupling of Arenes

Wu Jieqing, Gu Jiefan, Chen Qinrui, Ma Hongfei, Li Yufeng   

  1. College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816
  • Received:2020-05-26 Revised:2020-06-19 Published:2020-07-17

A protocol for the synthesis of bibenzyls via nickel acetylacetonate-catalyzed coupling of arenes was devloped using di-tert-butylperoxide as the oxidant with the asistance of 1,4-diazabicyclo[2.2.2]octane (DABCO). The process tolerated to different substrates, among of which, isopropylbenzene provided the most satisfactory yield of bibenzyls in 73% yield. The cross-coupling of arenes with cycloalkanes was also realized under the optimal reaction conditions but accompanied with the self-coupling of substrates. The method could effectively restrain the formation of alcohol, aldehyde, acid.

Key words: arene, coupling, di-tert-butylperoxide, nickel(II) acetylacetonate, bibenzyl