Synthesis of Poly(p-aminophenol) Microsphere-Supported Palladium Complex and Evaluation of Its Catalytic Performance for Heck Reaction

doi:10.6023/cjoc201302023

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (08): 1734-1740.DOI: 10.6023/cjoc201302023 Previous Articles Next Articles

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聚对氨基苯酚微球负载钯配合物的制备及其对Heck反应的催化性能

聂广瑞^a, 张磊^a, 崔元臣^a,b

a 河南大学化学化工学院开封 475004;
b 河南大学特种功能材料重点实验室开封 475004

收稿日期:2013-02-28 修回日期:2013-04-08 发布日期:2013-04-17
通讯作者: 崔元臣 E-mail:yuanchencui@126.com

Synthesis of Poly(p-aminophenol) Microsphere-Supported Palladium Complex and Evaluation of Its Catalytic Performance for Heck Reaction

Nie Guangrui^a, Zhang Lei^a, Cui Yuanchen^a,b

a College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004;
b Key Laboratory of Ministry of Education for Special Functional Materials, Henan University, Kaifeng 475004

Received:2013-02-28 Revised:2013-04-08 Published:2013-04-17

Poly(p-aminophenol) microspheres were prepared by template polymerization of p-aminophenol in the presence of horseradish peroxidase as bio-enzyme catalyst. The average size of poly(p-aminophenol) microsphere is about 2 μm. Further, poly(p-aminophenol) microspheres as obtained were loaded with palladium to generate poly(p-aminophenol) microsphere-supported Pd complex. Resultant Pd complex catalyst supported by poly(p-aminophenol) microsphere was characterized by means of IR, XRD, XPS, SEM, TG etc. XPS confirms the presence of zerovalent palladium. Poly(p-aminophenol) microsphere maintains their configuration after coordination with palladium chloride, while a large number of fine Pd particulates are uniformly adsorbed on poly(p-aminophenol) microspheres. The complex is an efficient catalyst for Heck arylation of acrylic acid, styrene with aryl iodide under solvent-free condition and it also exhibits catalytic activity for activated bromobenzene. Yield of cinnamic acid was 92% for Heck reaction of acrylic acid with iodobenzene even though the complex was used 5 times.

Key words: enzymatic, poly(p-aminophenol) microsphere, supported, palladium, Heck reaction

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Nie Guangrui, Zhang Lei, Cui Yuanchen. Synthesis of Poly(p-aminophenol) Microsphere-Supported Palladium Complex and Evaluation of Its Catalytic Performance for Heck Reaction[J]. Chin. J. Org. Chem., 2013, 33(08): 1734-1740.

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聚对氨基苯酚微球负载钯配合物的制备及其对Heck反应的催化性能

Synthesis of Poly(p-aminophenol) Microsphere-Supported Palladium Complex and Evaluation of Its Catalytic Performance for Heck Reaction

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