The Preparation And Characterization Of Aminated Functional Resin Supported Palladium Catalysts And Theirs Catalytic Activity For Heck Reation

Palladium-catalyzed Heck reaction has received considerable attention in recent years, as it offers a versatile method for the generation of new C-C bonds in organic synthesis. The reaction is normally carried out with the homogeneous palladium catalyst such as Pd(OAc)₂ and PdCl₂. These catalysts have high catalytic activity for Heck reaction; however, they suffer from severe problems related with the separation, recovery and the instability of the homogeneous catalysts at high temperatures, which have so far precluded the widespread industrial application of Heck reaction. These problems can be overcome, however, by the use of heterogeneous catalysts, made up of supported-palladium complex. Polymer-supported-palladium complexes catalyst are more catalytically active, selective and stable compared to the corresponding low molecular weight ones, at the same time they can be easily recycled and have little causticity for equipments. For these reasons, polymer-supported-palladium complex catalysts have always been paid great attention by researchers on catalysis, so we first made a relatively detailed review of the recent advances in polymer supported-palladium complex catalysts in this thesis.According to the corresponding literatures, ethylenediamine-modified chloromethylpolystyrene resin was prepared at first, then was reacted with palladium chloride to get palladium(0) complexe catalyst supported on ethylenediamine-modified chloromethylpolystyrene. The EDR-Pd(O) catlyst was characterized by IR, elemental analysis, XRD, SEM, TG and DTA etc. IR and elemental analysis indicate that resin had reacted with Ethylenediamine. XRD pattern of EDR-Pd(0) complex shown that the palladium was highly dispersed in the EDR and the SEM investigation provides the direct observation of EDR-Pd(0) uniformly distributed colloid layer. Thermal analysis show that EDR-Pd(0) have high thermal stability. The EDR-Pd(0)complex is efficient catalyst for Heck reactions of aryl iodide with acrylic acid, acrylate and styrene at atmospheric condition. The substituted trans-cinnamic acid, its derivatives and trans-stilbene were obtained in high yield (the conversion of aryl iodide is to 100%). The complex could be separated from the...