Polystyrene microsphere-immobilized palladium(Ⅱ)porphyrin as mild,reusable,and highly efficient catalyst for Heck reaction  

作　　者：Yinbin Huang Liangrong Yang Minghui Huang Jian Wang Lin Xu Wensong Li Huacong Zhou Xitong Sun Huifang Xing Huizhou Liu 

机构地区：[1]Key Laboratory of Green Processes and Engineering,Institute of Process Engineering,Chinese Academy of Sciences [2]Agricultural & Biosystems Engineering,South Dakota State University [3]Art College,Hubei University of Economics

出　　处：《Particuology》2015年第5期128-133,共6页颗粒学报（英文版）

基　　金：financially supported by the National Natural Science Foundation of China(21106162);the National Key Natural Science Foundation of China(21136009);the National High Technology Research and Development Program of China (2009CB219904);the State Key Laboratory of Chemical Engineering(SKL-ChE-11A04)

摘　　要：A novel Heck reaction catalyst consisting of a palladium（ll） complex of meso-tetra（p- hydroxyphenyl）porphyrin （MTP） and cross-linked chloromethylated polystyrene microspheres （PMs） was successfully prepared via covalent ether bonds between the chloride groups in the PMs and the hydroxyl groups in MTP. The catalyst was characterized using scanning electron microscopy, Fourier-transform infrared spectroscopy, and inductively coupled plasma atomic emission spectroscopy （ICP-AES）. This polystyrene-supported palladium-complex was an efficient heterogeneous catalyst for cross-coupling of aryl iodides with ethyl acrylate. The reaction of iodobenzene and ethyl acrylate under N2 at 100 °C and a catalyst concentration of 0.1% gave a gas chromatography product yield of 99.8%, which is much higher than that achieved using a free palladium（II） complex of MTP as the catalyst （41.3%）. The catalyst was recycled up to six times without significant loss of catalytic activity. These results suggest that the immobilized palladium（II） MTP catalyst has potential applications in synthetic and industrial chemistry.A novel Heck reaction catalyst consisting of a palladium（ll） complex of meso-tetra（p- hydroxyphenyl）porphyrin （MTP） and cross-linked chloromethylated polystyrene microspheres （PMs） was successfully prepared via covalent ether bonds between the chloride groups in the PMs and the hydroxyl groups in MTP. The catalyst was characterized using scanning electron microscopy, Fourier-transform infrared spectroscopy, and inductively coupled plasma atomic emission spectroscopy （ICP-AES）. This polystyrene-supported palladium-complex was an efficient heterogeneous catalyst for cross-coupling of aryl iodides with ethyl acrylate. The reaction of iodobenzene and ethyl acrylate under N2 at 100 °C and a catalyst concentration of 0.1% gave a gas chromatography product yield of 99.8%, which is much higher than that achieved using a free palladium（II） complex of MTP as the catalyst （41.3%）. The catalyst was recycled up to six times without significant loss of catalytic activity. These results suggest that the immobilized palladium（II） MTP catalyst has potential applications in synthetic and industrial chemistry.

关 键 词：Heterogeneous catalyst Palladium-porphyrin Polystyrene microspheres Heck reaction 

分 类 号：O643.36[理学—物理化学] TQ317[理学—化学]