硅胶负载的亚胺环钯催化剂的制备、表征及催化性能

doi:10.3724/SP.J.1088.2012.11139

催化学报 ›› 2012, Vol. 33 ›› Issue (5): 878-884.DOI: 10.3724/SP.J.1088.2012.11139

硅胶负载的亚胺环钯催化剂的制备、表征及催化性能

杨新丽1,a, 张成军1, 戴维林2,b, 刘建平1, 韦梅生1

1河南工业大学化学化工学院, 河南郑州 450001; 2复旦大学化学系, 上海 200433

收稿日期:2011-12-05 修回日期:2012-02-06 出版日期:2012-05-09 发布日期:2012-05-09

Preparation and Characterization of Silica-Supported Imine Palladacycle Complex and Its Catalytic Performance

YANG Xinli1,a, ZHANG Chengjun1, DAI Weilin2,b, LIU Jianping1, WEI Meisheng1

1College of Chemistry & Chemical Engineering, Henan University of Technology, Zhengzhou 450001, Henan, China; 2Department of Chemistry, Fudan University, Shanghai 200433, China

Received:2011-12-05 Revised:2012-02-06 Online:2012-05-09 Published:2012-05-09

摘要/Abstract

摘要： 利用 SiO2 表面硅羟基与有机硅烷作用制得氨基化 SiO2, 再与邻甲氧基苯甲醛反应, 可得到键合在 SiO2 微粒表面的席夫碱配体, 该配体与 Li2PdCl4 甲醇溶液反应得到 SiO2 负载的亚胺环钯催化剂. 采用傅里叶变换红外光谱、X 射线固体粉末衍射和 X 射线光电子能谱等手段对催化剂进行了表征, 并用于催化碘代苯 (PhI) 与丙烯酰胺 (AM) 反应生成反式-肉桂酰胺的反应中, 考察了溶剂、温度、原料比、缚酸剂及其用量、催化剂用量和反应时间对催化性能的影响, 从而得到适宜的反应条件, 并探讨了反应机理.

关键词: 二氧化硅, 席夫碱, 亚胺环钯, 碘代苯, 丙烯酰胺, Heck 反应, 肉桂酰胺

Abstract: The silica-supported imine palladacycle complex was synthesized by the following procedure as, first, NH₂-modified silica was obtained by grafting with organosilane; second, the as-obtained silica compound was treated with o-methoxybenzaldehyde to form SiO₂-NH₂-Schiff base; at last, the catalyst was attained after being reacted with Li₂PdCl₄-methanol solution. The as-prepared complex was characterized by Fourier transform infrared spectroscopy, X-ray powder diffraction, and X-ray photoelectron spectroscopy techniques. The catalytic activity test was carried out in Heck reaction of iodobenzene with acrylamide to the trans-cinnamamide. The effect of reaction parameters on the product yield was investigated, such as solvent, reaction temperature, molar ratio of iodobenzene to acrylamide, kinds and amount of base, amount of catalyst, and reaction time. The optimum reaction conditions were established and the possible reaction mechanism was discussed.

Key words: silica, Shiff-base, imine palladacycle, iodobenzene, acrylamide, Heck reaction, cinnamamide

杨新丽, 张成军, 戴维林, 刘建平, 韦梅生. 硅胶负载的亚胺环钯催化剂的制备、表征及催化性能[J]. 催化学报, 2012, 33(5): 878-884.

YANG Xin-Li, ZHANG Cheng-Jun, DAI Wei-Lin, LIU Jian-Ping, WEI Mei-Sheng. Preparation and Characterization of Silica-Supported Imine Palladacycle Complex and Its Catalytic Performance[J]. Chinese Journal of Catalysis, 2012, 33(5): 878-884.

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硅胶负载的亚胺环钯催化剂的制备、表征及催化性能

Preparation and Characterization of Silica-Supported Imine Palladacycle Complex and Its Catalytic Performance

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