Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction
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 rea...
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ndltd-TW-100TIT053100582019-05-15T20:51:52Z http://ndltd.ncl.edu.tw/handle/6wgypd Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction 鈀催化膦酸二乙酯進行Mizoroki-Heck Type反應及CuO/ZnO催化三成份之耦合反應 Ya-Yi Tseng 曾雅怡 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. Fu-Yu Tsai 蔡福裕 2012 學位論文 ; thesis 147 zh-TW |
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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.
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Fu-Yu Tsai |
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Fu-Yu Tsai Ya-Yi Tseng 曾雅怡 |
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Ya-Yi Tseng 曾雅怡 |
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Ya-Yi Tseng 曾雅怡 Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
author_sort |
Ya-Yi Tseng |
title |
Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
title_short |
Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
title_full |
Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
title_fullStr |
Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
title_full_unstemmed |
Palladium-catalyzed Mizoroki-Heck Type Reaction of Diethyl Phosphonates and CuO/ZnO-catalyzed Three Component Coupling Reaction |
title_sort |
palladium-catalyzed mizoroki-heck type reaction of diethyl phosphonates and cuo/zno-catalyzed three component coupling reaction |
publishDate |
2012 |
url |
http://ndltd.ncl.edu.tw/handle/6wgypd |
work_keys_str_mv |
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