一种高效可循环的有机介孔树脂负载的N-杂卡宾络合钯催化剂催化的Sonogashira反应(英文)  

An Efficient and Recyclable Mesostructured Polymer-Supported N-Heterocyclic Carbene-Palladium Catalyst for Sonogashira Reactions

作　　者：于涛[1] 李莹[1] 姚成福[1] 吴海虹[1] 刘月明[1] 吴鹏[1] 

机构地区：[1]华东师范大学化学系上海市绿色化学与化工过程绿色化重点实验室,上海200062

出　　处：《催化学报》2011年第11期1712-1718,共7页

基　　金：supported by the National Natural Science Foundation of China (20925310);the National High Technology Research and Development Program of China (863 Program, 2009AA064201);the Science and Technology Commission of Shanghai Municipality (09XD1401500);the Shanghai Leading Academic Discipline Project (B409)~~

摘　　要：新型有机介孔材料FDU-15负载卡宾配体络合醋酸钯催化剂FDU-NHC/Pd(II)的制备方法简单,通过三步反应即可制得,采用X射线衍射、N2吸附-脱附和透射电镜等手段对催化剂进行了表征,并考察了它在Sonogashira偶联反应中的催化性能.结果表明,功能化不影响FDU-15的有序介孔结构,仅其孔径、孔体积和BET比表面积有所减小.另外,该催化剂在Sonogashira偶联反应中表现出较高的催化活性,底物普适性好,无论是带有吸电子取代基还是供电子取代基的碘苯都能够得到较高的分离产率,且该催化剂分离简单,重复使用10次以上时,其催化性能基本保持不变.Palladium catalyst systems are the most widely used for the formation of C–C and C–N bonds. Environmentally friendly heterogeneous palladium catalysts have strongly stimulated growth in this research area. Herein, a FDU （Fudan University）-15 mesopolymer with p6mm mesostructures that combine the advantages of organic polymers and mesoporous materials was investigated as a new solid support for Pd complexes. The FDU-15 mesopolymer-supported N-heterocyclic carbine （NHC） precursor was developed by a simple chemical functionalization approach. It has been used as a phosphine-free ligand to prepare the novel heterogeneous palladium catalyst FDU-NHC/Pd（II）, which efficiently catalyzes Sonogashira reactions between aryl halides and terminal alkynes to afford the corresponding products in good yields. Various techniques such as X-ray diffraction, N2 adsorption-desorption isotherms, high resolution transmission electron microscopy, and X-ray photoelectron spectroscopy have been used to characterize the catalyst. The results indicate that the mesoporous structure of FDU-15 was not affected by immobilization, however, the pore diameter, pore volume, and BET surface area decrease. The stability of the heterogeneous catalyst was also studied. The FDU-NHC/Pd（II） complex catalyst was easily separated from the reaction system by a simple filtration of the reaction mixture and it has been shown to be robust without a significant loss of catalytic activity after recycling and reuse in 10 times.

关 键 词：介孔聚合物 N-卡宾 SONOGASHIRA反应 钯催化剂 固载 多相催化剂 

分 类 号：O643.32[理学—物理化学]