有机化学 ›› 2013, Vol. 33 ›› Issue (02): 319-324.DOI: 10.6023/cjoc201210004 上一篇    下一篇

研究论文

无配体参与钯催化烯烃与芳基三烷氧基硅烷的交叉偶联反应

唐伯孝, 方小牛, 匡仁云, 周小春   

  1. 井冈山大学化学化工学院 应用化学研究所 江西省配位化学重点实验室 吉安 343009
  • 收稿日期:2012-10-07 修回日期:2012-11-15 发布日期:2012-11-20
  • 通讯作者: 唐伯孝 E-mail:520tangboxiao@163.com
  • 基金资助:

    江西省教育厅科技(No. GJJ12471)和井冈山大学博士启动基金(No. JZ10042)资助项目.

Ligand-Free Pd-Catalyzed Cross-Coupling Reaction of Olefins and Trialkoxyarylsilanes

Tang Boxiao, Fang Xiaoniu, Kuang Renyun, Zhou Xiaochun   

  1. School of Chemistry and Chemical Engineering, Institute of Applied Chemistry, and Key Laboratory of Coordination Chemistry of Jiangxi Province, Jinggangshan University, Ji'an 343009
  • Received:2012-10-07 Revised:2012-11-15 Published:2012-11-20
  • Supported by:

    Project supported by the Science and Technology Project of Jiangxi Provincial Department of Education (No. GJJ12471) and the Doctoral Program of Jinggangshan University (No. JZ10042).

考察了钯催化下一系列烯烃化合物与不同芳基三烷氧基硅烷的反应, 发展了一种新型无配体参与的Heck类型反应方法. 研究表明: 以Pd(OAc)2为催化剂, 在K2CO3, n-Bu4NF·3H2O和AgOAc存在下, 该Heck类型反应能够得到中等及优良的偶联产率, 并且表现出较高的区域选择性和立体选择性. 根据实验结果以及相关文献, 对该Heck类型偶联反应的可能机理进行了探讨.

关键词: 无配体, 钯催化, Heck类型反应, 芳基三烷氧基硅烷

A ligand-free Pd-catalyzed method was developed for Heck-type reaction of a wide range of olefins with various trialkoxyarylsilanes. In the presence of Pd(OAc)2, K2CO3, TBAF?3H2O and AgOAc, the cross-coupling products can be obtained in moderate to good yields, and the Heck-type reaction displayed high regio- and stereo-selectivities. The mechanism of Heck-type reaction was discussed according to our experimental results and the reported mechanism.

Key words: ligand-free, palladium-catalyst, Heck-type reaction, trialkoxyarylsilanes