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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (02): 215-218. 上一篇    下一篇

研究论文

聚-ω-(甲硒基)十一烷基硅氧烷钯(0)配合物的合成与催化性能

刘刚1,2，章荣立1，*,1   

  1. (1江西师范大学化学化工学院 南昌 330027)
    (2江西科技师范学院化学系 南昌 330013)
  • 收稿日期:2005-03-24 修回日期:2005-08-26 发布日期:2006-01-21
  • 通讯作者: 蔡明中

Synthesis and Catalytic Characteristics of a Silica-Supported Poly-ω-(methylseleno)undecylsiloxane Palladium(0) Complex

LIU Gang1,2,ZHANG Rong-Li1,CAI Ming-Zhong*,1   

  1. (1 School of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330027)
    (2 Department of Chemistry, Jiangxi Teaching College of Science and Tech-nology, Nanchang 330013)
  • Received:2005-03-24 Revised:2005-08-26 Published:2006-01-21
  • Contact: CAI Ming-Zhong

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ω-氯代十一烷基三乙氧基硅烷依次用气相法二氧化硅固载、与甲硒基钠和氯化钯作用, 再用水合肼还原, 合成了气相法二氧化硅负载的聚-ω-(甲硒基)十一烷基硅氧烷钯(0)配合物. 该钯(0)配合物对丙烯腈和丙烯酸与芳基碘的Heck芳基化反应具有很高的催化活性, 为各种肉桂腈和肉桂酸的立体选择合成提供了方便实用的新途径.

关键词: 负载型钯催化剂, 肉桂酸, 硒钯(0)配合物, Heck芳基化, 肉桂腈, 立体选择合成

A simple and practical synthetic method for the cinnamonitriles and cinnamic acids was presented. A silica-supported poly-ω-(methylseleno)undecylsiloxane palladium(0) complex has been prepared from ω-chloroundecyltriethoxysilane via immobilization on fumed silica, followed by reaction with sodium methylselenolate in ethanol and palladium chloride in acetone, and then reduction with hydrazine hydrate in ethanol. The title complex was a highly active and stereoselective catalyst for arylation of acry-lonitrile and acrylic acid with aryl iodides, and could be recovered and reused.

Key words: Heck arylation, cinnamic acid, cinnamonitrile, stereoselective synthesis, selenide palladium(0) complex, supported palladium catalyst