Synthesis of Mononuclear and Binuclear Palladium Complexes Containing N-Heterocyclic Carbene and Their Catalytic Applications

• Main Authors: Tsun-Hung Hsiao, 蕭存宏
• Other Authors: Hon Man Lee
• Format: Others
• Language: zh-TW
• Published: 2009
• Online Access: http://ndltd.ncl.edu.tw/handle/74706327416789871027

碩士 === 國立彰化師範大學 === 化學系 === 97 === A series of bidentate palladium acetate complexes (bis(NHC)Pd(OAc)2) containing N-heterocyclic carbene have been synthesized. We prepared it by taking complexes (bis(NHC)PdCl2) that our lab have been synthesized before, adding silver acetate via a reaction that anions exchanged formed new palladium complexes. The molecular structures of air stable complexes were obtained. The application of alkyne dimerization through catalytic oxidative coupling reaction, compared with ever we absence of adding Cu/base, the catalytic reaction via in copper-free conditions. To the best of our knowledge (NHC)-carbene modified palladium metal complexes have never been emplyed for the oxidative homocoupling reaction of terminal alkynes. The larger ligand bite angle leads to the highest catalytic activity, the complexes of largest angle proved to be the most active in the oxidative homocoupling reaction. A series of binuclear palladium complexes containing N-heterocyclic carbene have been synthesized, including a supramolecular structure that consists of a large ring structure of four-metal ions. Two ligand precursors with different N-substitutions of methyl and benzyl were prepared. The air-stable binuclear complexes obtained were structurally characterized. These complexes were applied in Suzuki-Miyaura coupling reactions. The complex with benzyl group proved to be the most active. Only activated aryl halides can be effectively coupled. The activities for de-activated substrates are low, however.