Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (10): 1250-1253. Previous Articles     Next Articles

Original Articles

三溴甲基芳烃合成新方法的研究

赵辉,陈红飙,刘展鹏,苏琼,林原斌*   

  1. (湘潭大学化学学院 湘潭 411105)
  • 收稿日期:2006-10-03 修回日期:2007-02-01 发布日期:2007-09-28
  • 通讯作者: 林原斌

Study on a New Method for Synthesis of Tribromomethylarenes

ZHAO Hui,CHEN Hong-Biao,LIU Zhan-Peng,SU Qiong,LIN Yuan-Bin*   

  1. (College of Chemistry, Xiangtan University, Xiangtan 411105)
  • Received:2006-10-03 Revised:2007-02-01 Published:2007-09-28
  • Contact: LIN Yuan-Bin

A novel method for synthesizing a series of tribromomethylarenes by halogen exchanging of tri-chloromethylarenes with boron tribromide was reported. Mild reaction conditions, high yield and good se-lectivity are most characteristic of this method. The influence factors and the mechanism of the reaction have also been studied. It was found that the reaction was accelerated obviously by the electron-donating substituting groups and decreased by the electron-withdrawing substituting groups and the reaction inhibited greatly when the groups were o-substituting groups. Thirteen compounds have been synthesized including a new compound with this method.

Key words: boron tribromide, trichloromethylarene, tribromomethylarene, displacement reaction, tribromomethylation