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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (05): 742-746. 上一篇    下一篇

研究简报

聚乙二醇(PEG)桥连的新型双N-杂环卡宾-膦的合成及其在水相Suzuki反应中的应用

于宏伟1,2,3，童庆松1，贾莉1，金子林2，施继成*,1   

  1. (1福建师范大学化学与材料学院 福建省高分子材料重点实验室 福州 350007)
    (2大连理工大学精细化学国家重点实验室 大连 116012)
    (3石家庄学院化工学院 石家庄 050035)
  • 收稿日期:2010-08-03 修回日期:2010-10-22 发布日期:2010-12-22
  • 通讯作者: 施继成 E-mail:jchshi@fjnu.edu.cn

Novel Bis(phosphine-immidazolium salts) Bridged by Polyethylene Glycol (PEG): Synthesis and Aqueous Suzuki Reaction

Yu Hongwei1,2,3 Tong Qingsong1 Jia Li1 Jin Zilin2 Shi Jicheng*,1   

  1. (1 College of Chemistry and Materials Science, Key Laboratory of Polymer Materials of Fujian Prov-ince, Fujian Normal University, Fuzhou 350007)
    (2 State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012)
    (3 School of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035)
  • Received:2010-08-03 Revised:2010-10-22 Published:2010-12-22
  • Contact: Ji-cheng Shi E-mail:jchshi@fjnu.edu.cn

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被引次数

14

通过乙酸1-(2-二苯膦基二茂铁基)乙基酯与PEG-400衍生的双咪唑化合物反应, 制得新型PEG桥连的双咪唑盐-膦配体, 其结构经1H NMR, 31P NMR和MS鉴定. 初步催化研究表明, 该PEG桥连的双咪唑盐-膦可作为支持配体在有机和水相中高产率地实现Pd催化的溴代芳烃和苯硼酸的Suzuki偶联反应.

关键词: N-杂环卡宾, PEG, 水相催化, C—C键形成反应

A new PEG-bridged bis(phosphine-immidazolium) ligand has been prepared by the reaction of acetyl 1-(diphenylphosphinoferrocenyl)ethyl ester with bis(imidazole) compound derived from PEG-400, and characterized by 1H NMR, 31P NMR and API-MS techniques. The synthesized PEG-bridged bis(phosphine-immidazolium) ligand can be used efficiently as supporting ligand in the palladium-catalyzed Suzuki reaction of aryl bromides with phenylboronic acid in organic phase as well as in aqueous phase.

Key words: N-heterocyclic carbene, PEG, aqueous catalysis, C—C bond-forming reaction