Synthesis Of A Aind Of Ester Appending Imidazolium Ionic Liquids And Reseached In The Suzuki Coupling Reaction

Palladium catalyzed C-C bond reactions is one of the most important reactionsnowadays. Suzuki cross coupling reaction have attracted significant interest during thepast decades. In the traditional system, PPh3is used as ligand and solvent is theorganic compounds with highly boiling point. As the development of green chemistry,green solvents (such as water and ionic liquids) and nonphosphine catalysts are widelyused in the Suzuki cross coupling reaction.The thesis’ main content is as following:(1) The synthesis and characterization of imidazole ionic liquids:The imidazole or1-methylimidazole as substrate reacts with several differentester appending compounds to three ester appending ionic liquids. Thecharacterization of imidazole compounds by1H-NMR,13C-NMR and IR(2) The synthesis of the N-palladium compound:The ester appending ionic liquids react with Pd(OAc)2to give N-PdCl2in aqueoussolution, and make the single crystal. Analysis and characterization of single crystal.Make PdCl2react with PhCN to Pd(PhCN)2Cl2, prepair for the next step.(3) Study on the Suzuki coupling reaction:First of all, the catalyst of N-PdCl2is applied in the Suzuki reaction in the water.The rate of bromobenzene’s yield can reach to97%and chlorobenzene’s yield reach to16%for24hours long. Recycling5times still can be as catalyst and have51%conversion rate.Secondly, the catalyst of Pd(PhCN)2Cl2is applied in the Suzuki reaction in theDMA. The rate of bromobenzene’s yield can reach to98%and chlorobenzene’s yieldreach to12%for24hours long.The experimental results show that:1. Get three ester appending imidazole ionic liquids and characterize intermediateand ionic liquids. The experimental products are wanted. 2. The system is composed of N-palladium ligand can effectively be as catalyst inSuzuki reaction even in the air.3. Under2/10000amount of the N-palladium ligand and react for4hours, thebromobenzene’s yield rate can reach to97%in water. At the100℃for9hours long,the system that Pd(PhCN)2Cl2and ionic liquid in DMA make the bromobenzene’syield reach to98%.4. N-palladium ligand as catalyst could better stabilse the activity of palladiummetal even after5times and can reach51%conversion rate. The catalyst always isusefull.5. The system composed of ester appending ionic liquids and palladium cancatalyse not only bromo benzene but also chlorobenzene.6. The structures of experimental products are confirmed by NMR.