Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction

• Main Authors: Ya-Yi Tseng, 曾雅怡
• Other Authors: Fu-Yu Tsai
• Format: Others
• Language: zh-TW
• Published: 2012
• Online Access: http://ndltd.ncl.edu.tw/handle/6wgypd

碩士 === 國立臺北科技大學 === 有機高分子研究所 === 100 === This thesis is composed of two parts. The first part is the palladium/cationic 2,2’-bipyridyl system catalyzed Mizoroki–Heck type reaction of arylboronic acids and diethyl phosphonates in water under air and the second part is the three component coupling reaction for the formation of propargyl amines catalyzed by ZnO supported CuO nanoparticle. We combine PdCl2(NH3)2 with cationic 2,2’-bipyridyl ligand as a catalytic system to catalyzed the coupling of arylboronic acids with diethyl vinylphosphonates or diethyl allylphosphonates resulting in the formation of corresponding Mizoroki–Heck type products. The reaction is high-yielding and high selectivity and can be performed in water under air, rendering it an environmentally-benign procedure. On the other hand, a ZnO supported CuO nanoparticle catalyst is prepared by simple procedure and can be applied as a heterogeneous catalyst for the coupling of alkyne, aldehyde, and amine leading to the formation of propargyl amine. The CuO/ZnO catalyst shows highly efficient for this three component coupling and the catalyst loading can be reduce to 0.01 mol% by up the scale to 70 mmol. After reaction, the catalyst can be recovered by simple centrifugation and reused for several times with only slight loss of it activity.