Coupling reactions of acyl chlorides with terminal alkynes and triarylbismuths catalyzed by NS-MCM-41-Pd to produce ynones and ketones

• Main Authors: Jun-You Chen, 陳俊友
• Other Authors: 蔡福裕
• Format: Others
• Language: zh-TW
• Published: 2008
• Online Access: http://ndltd.ncl.edu.tw/handle/323632

碩士 === 國立臺北科技大學 === 有機高分子研究所 === 96 === Chemists have demonstrated the organic synthesis in a variety of palladium complex as a homogeneous catalyst which in contrast to heterogeneous catalyst, often difficult to be separated from the reaction mixtures. Nanosized mesoporous silica, NS-MCM-41, is a useful support to be a heterogeneous catalyst. There are several advantages of NS-MCM-41: (1) thermally stable, (2) wormhole-like mesostructure for the exchange of reactants and products (3) large surface area and Silanol groups for surface modification. Accordingly, our group developed a heterogeneous catalyst, NS-MCM-41-Pd, in which palladium bipyridyl complex is immobilized into NS-MCM-41, and NS-MCM-4-Pd is an efficient and re-usable catalyst on coupling reactions. A palladium bipyridyl complex anchored onto nanosized MCM-41 was as a catalyst to carry out the coupling of acyl chlorides and triarylbismuths for the formation of diaryl ketones and arylcyclehexyl ketones。NS-MCM-41-Pd was also work well in the formation of ynones by the reaction of acyl chlorides with terminal alkynes. The catalyst can be recovered by centrifugation and recycled several times only slightly decreasing its activity. Hot filtration of the reaction mixture under N2 indicated only slightly lost of the metal in the solution.