鈀催化的異構化和內酯化;Palladium Catalyzed Isomerization and Lactonization

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题名:	鈀催化的異構化和內酯化;Palladium Catalyzed Isomerization and Lactonization
作者:	李諾珠;Chuc, Le Thi Ngoc
贡献者:	化學學系
关键词:	鈀催化劑;異構化;漆膜化;palladium catalyst;Isomerization;Lactonization
日期:	2020-03-31
上传时间:	2020-06-05 17:04:49 (UTC+8)
出版者:	國立中央大學
摘要:	本文的工作分為兩章。在第一章中，使用鈀（0）納米粒子實現了 2-alkenylbenzoic acid 衍生物的異構化以生成（E）-烯烴。該反應的範圍包括羧酸，酯和醯胺，並能耐受苯環上的各種取代基。異構化反應由可回收的 Pd(0) 納米顆粒催化，該顆粒由 PdCl2 原位制備，並通過 X 射線粉末衍射和掃描電子顯微鏡分析進行表征。 1H NMR 研究和動力學建模支持逐步過程。該新方法被用于高效合成天然二氫異香豆素。在第二章中，討論了合成的鄰苯二甲酸酯化合物。用 1,2-bis(phenylsulfinyl)ethane palladium(II) acetate (White catalyst) 氧氣在 DMSO 中實現 2-allylbenzoic acids (1) 的烯丙基氧化生成 3-ethylidenephthalides (3) 或 3-vinylphthalides (4) 在堿性條件或酸性條件下。將反應條件應用於各種取代的 2-allylbenzoic acids。還討論了該反應的機理。 ;The work presented in this thesis has been divided into two chapters. In chapter one, isomerization of 2-alkenylbenzoic acid derivatives to give (E)-alkenes was achieved with palladium(0) nanoparticles. The scope of this reaction includes carboxylic acid, ester, and amides and tolerates various substituents on the benzene ring. This isomerization reaction was catalyzed by recyclable Pd(0) nanoparticles, prepared in situ from PdCl2 and characterized by X-ray powder diffraction and scanning electron microscopy analyses. 1H NMR studies and kinetic modeling supported a stepwise process. This new process was applied to synthesize a natural dihydroisocoumarin with good efficiency. In chapter two deals with the phthalide compounds synthesised. Allylic oxidation of 2-allylbenzoic acids (1) to give 3-ethylidenephthalides (3) or 3-vinylphthalides (4) was achieved with 1,2-bis(phenylsulfinyl)ethane palladium(II) acetate (White catalyst), oxygen in DMSO under the basic condition or the acidic conditon. The reaction conditions were applied to various substituted 2-allylbenzoic acids. The mechanism of this reaction is also discussed.
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