有机化学 ›› 2015, Vol. 35 ›› Issue (2): 478-483.DOI: 10.6023/cjoc201407023 上一篇    下一篇

研究简报

纳米钯催化芳基重氮盐的Suzuki和Heck偶联反应

赵晓霞a, 常宏宏b, 李兴b, 魏文珑b   

  1. a 太原科技大学化学与生物工程学院 太原 030021;
    b 太原理工大学化学化工学院 太原 030024
  • 收稿日期:2014-07-12 修回日期:2014-09-11 出版日期:2015-02-25 发布日期:2014-10-23
  • 通讯作者: 赵晓霞 E-mail:kdhyzxx@163.com
  • 基金资助:

    山西省自然科学基金(Nos. 2012021007-2, 2011011010-2)及山西省高等教育机构科技创新基金(No. 20120006)资助项目.

Nanoparticles Pd-Catalyzed Suzuki and Heck Cross-Coupling Reactions of Arenediazonium Tetrafluoroborate Salts

Zhao Xiaoxiaa, Chang Honghongb, Li Xingb, Wei Wenlongb   

  1. a College of Chemistry and Biological Engineering, Taiyuan University of Science and Technology, Taiyuan 030021;
    b College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024
  • Received:2014-07-12 Revised:2014-09-11 Online:2015-02-25 Published:2014-10-23
  • Supported by:

    Project supported by the Natural Science Foundation of Shanxi Province (Nos. 2012021007-2, 2011011010-2) and the Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi (No. 20120006)..

开发了一种使用纳米Al2O3作载体, 由四三苯基膦钯衍生的纳米钯催化剂催化的使用芳基重氮盐作原料的高效绿色Suzuki和Heck偶联反应来制备联苯类和芳基烯类化合物的方法. 该反应体系以乙醇作反应溶剂, 在空气中于25 ℃下, 催化剂可高效催化芳基重氮盐分别与芳基硼酸和烯烃的Suzuki和Heck偶联反应, 各类考察的反应底物都给出较高的收率, 而且催化剂循环利用4次后, 其催化活性和反应收率都没有明显降低.

关键词: 纳米钯, Suzuki, Heck, Pd/Al2O3, 联苯类化合物, 芳基烯

An efficient protocol for the Suzuki and Heck reactions of arenediazonium tetrafluoroborate salts catalyzed by Pd(PPh3)4-derived nanoparticles palladium catalyst has been developed. This method is able to prepare a variety of biaryls and aryl olefin under air atmosphere at 25 ℃ in ethanol. In the presence of this catalyst, the cross-coupling reactions of arenediazonium tetrafluoroborate salts with arylboronic acids and olefin proceed smoothly and afford the desired coupling products with good yields, respectively. The catalyst could be recycled 4 times without loss of activity and decrease of yield.

Key words: nanoparticle palladium, Suzuki, Heck, Pd/Al2O3, biphenyls, aryl olefin