Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (6): 1792-1798.DOI: 10.6023/cjoc202112014 Previous Articles     Next Articles



刘会丽a, 朱超杰b,*(), 唐天地a,*()   

  1. a 常州大学石油化工学院 江苏常州 213164
    b 东南大学化学化工学院 南京 211189
  • 收稿日期:2021-12-06 修回日期:2022-01-12 发布日期:2022-02-25
  • 通讯作者: 朱超杰, 唐天地
  • 基金资助:
    国家自然科学基金(21776022); 国家自然科学基金(22178029)

Acidic Zeolite HBeta Catalyzed Friedel-Crafts Alkenylation Reaction

Huili Liua, Chaojie Zhub(), Tiandi Tanga()   

  1. a School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164
    b School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189
  • Received:2021-12-06 Revised:2022-01-12 Published:2022-02-25
  • Contact: Chaojie Zhu, Tiandi Tang
  • Supported by:
    National Natural Science Foundation of China(21776022); National Natural Science Foundation of China(22178029)

The Friedel-Crafts alkenylation of various alkynes and electron-rich arenes was achieved under mild conditions by using acidic zeolite Hbeta as catalyst. HBeta possesses Lewis acid sites (LAS) and Bronsted acid sites (BAS), which are adsorption activation sites and protonation sites for alkynes, respectively. Preliminary studies have shown that the reaction proceeds through a BAS-promoted alkenyl cation process. The strong interaction between the alkenyl cation and BAS prevents the highly reactive alkenyl cation from polymerizing, avoiding the formation of oligomerized by-products. HBeta, as a heterogeneous catalyst, showed excellent reproducibility in the alkyne alkenylation reaction and could be recycled at least 5 times without significant loss of activity. Finally, according to the experimental results, the reaction mechanism of HBeta-catalyzed alkyne alkenylation was proposed.

Key words: HBeta zeollite, alkyne, Friedel-Crafts alkenylation reaction, alkenyl cation