有机化学 ›› 2011, Vol. 31 ›› Issue (11): 1835-1841. 上一篇    下一篇

研究论文

(聚酰胺-胺)-水杨醛席夫碱树枝状大分子钯配合物的合成、表征及催化性能

宋子维1,祝晶晶1,陈新2,刘蒲1*   

  1. (1郑州大学化学系 郑州 450001)
    (2复旦大学聚合物分子工程教育部重点实验室 上海 200433)
  • 收稿日期:2011-02-25 修回日期:2011-05-16 发布日期:2011-06-15
  • 通讯作者: 刘蒲 E-mail:liupu@zzu.edu.cn

Synthesis, Characterization and Catalytic Performance of PAMAM- Salicylidene Schiff Base Dendrimer Palladium Complex

Song Ziwei1 Zhu Jingjing1 Chen Xin2 Liu Pu*1   

  1. (1 Department of Chemistry, Zhengzhou University, Zhengzhou 450001)
    (2 Key Laboratory of Molecular Engineering of Polymers, Ministry of Educa-tion, Fudan University, Shanghai 200433)
  • Received:2011-02-25 Revised:2011-05-16 Published:2011-06-15

首先通过发散法合成出1.0G~5.0G聚酰胺-胺树枝状大分子PAMAM|然后利用氨基与醛的脱水缩合反应, 用水杨醛对大分子进行修饰合成出(聚酰胺-胺)-水杨醛席夫碱树枝状大分子配体PAMAMSA|再通过PAMAMSA与氯钯酸锂在甲醇中反应制得一系列钯配合物PAMAMSA-Pd. 用红外光谱、核磁共振谱、热重-差热法对所合成的材料结构组成进行了表征与确证. 研究了在纯水介质中PAMAMSA-Pd作为催化剂前躯体对碘代苯及其衍生物与丙烯酸Heck交叉偶联反应的催化性能, 并比较了钯配合物和PdCl2的催化活性, 结果表明树枝状大分子催化剂显示出良好的催化活性, 其中1.0G PAMAMSA-Pd和5.0G PAMAMSA-Pd的活性较高.

关键词: 树枝状大分子, 席夫碱, 钯配合物, Heck交叉偶联反应

First, 1.0G~5.0G polyamidoamine dendrimers (PAMAM) were synthesized by divergent approach. Then the PAMAM were modified with salicylaldehyde by the dehydration condensation reaction of amino and aldehyde, and the Schiff base ligands (PAMAMSA) were prepared successfully. Finally, a series of PAMAMSA palladium complexes were synthesized by the reaction of Schiff base with Li2PdCl4 in methanol. The structures and components of PAMAMSA-Pd were confirmed by the characterization of FT-IR, elemental analysis and TG-DSC. Using PAMAMSA-Pd as cata-lyst precursor, the catalytic performances were evaluated in the Heck cross-coupling of iodobenzene (or its derivatives) with acrylic acid in neat water medium. The dendrimer catalyst showed higher activity compar-ing to PdCl2. The 1.0G PAMAMSA-Pd and 5.0G PAMAMSA-Pd were found to have the higher activity in the Heck reaction.

Key words: dendrimer, Schiff base, palladium complex, Heck cross coupling reaction