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  • 學位論文

在水中直接利用烯丙醇類進行鈀/羧酸催化1,3-二酮類烯丙基化反應

Direct Palladium / Carboxylic Acid- Catalyzed Allylation of 1,3-Diketones with Allylic Alcohols in Water

指導教授 : 楊世群
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摘要


有機金屬化學最主要的目的就是藉由獨特的配位基結合過渡金屬來催化有機化合物的合成反應。而利用鈀催化碳親核性試劑進行烯丙基置換反應,在有機合成中,是促使碳—碳鍵形成的重要且有用方法之ㄧ。 無論是在實驗室或是在有機工業上,大多數的有機反應都是在有機溶媒中進行。利用水來取代有機溶媒進行反應有許多的優點,除了水對環境是安全無毒外,而且比有機溶媒更加經濟與環保。因此,在水中進行反應是未來有機合成領域上重要課題之一. 在本研究中,我們完成了在水中利用鈀催化1,3 -二酮類化合物與烯丙醇類化合物進行烯炳基置換反應的研究,反應過程需加入催化量的酸當作活性劑。

關鍵字

1,3-二酮類

並列摘要


A principal goal of organometallic chemistry is the catalytic synthesis of organic compounds by using the transition metal complex to perform distinct chemical reaction. Palladium-catalyzed allylic substitution with carbon nucleophiles constitutes one of the most important and useful carbon-carbon bond-forming reactions in organic synthesis. Since most chemical transformations of organic substrates are performed in organic solvents, in the laboratory as well in the industry, the substitution of organic solvents on both industrial and academic scales by water would be advantageous, this is due to the fact that water is safe, benign, non toxic, environmentally friendly, and cheap compared to organic solvents. Thus, development of atom-economical reactions in water is one of the most important goals of synthetic chemistry. Here we disclose a catalytic system for palladium-catalyzed allylic substitution of allyl alcohols with 1,3-diketones in water. A catalytic amount of carboxylic acid was needed as additive during the reaction.

並列關鍵字

Palladium 1,3-Diketones Water

參考文獻


1. Gilson, M. S.; Bradashaw, W. Angew. Chem., Int. Ed.
Engl. 1968, 7, 919.
2. Heck, R. F. Palladium Reagents in Organic Synthesis;
Academic Press: London, 1985.
3. Sakamoto, M.; Shimizu, I.; Yamamoto, A. Bull. Chem.

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