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Transition-Metal-Catalyzed Coupling of Aryl Halides and Synthesis of Coenzyme Q10

Author: LinJingDu
Tutor: LiJingHua
School: Zhejiang University of Technology
Course: Medicinal Chemistry
Keywords: aryl-aryl coupling reaction transition-metal catalyst trifluoromethanesulfonic salt Friedel-Crafts reaction Coenzyme Q10
CLC: R914
Type: Master's thesis
Year: 2007
Downloads: 26
Quote: 0
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Abstract


This thesis contains two parts: (1) Transition-metal-catalyzed coupling of aryl halides; (2) Synthesis of coenzyme Q10.(1) Transition-metal-catalyzed coupling of aryl halidesIn the chapter one, we reviewed the advances of aryl-aryl coupling reactions in the past several years. Through comparing advantages and disadvantages of transition-metal catalysts, we confirm our research goal—seeking a better catalyst, and dealing with problems of the past transition-metal catalysts.In the chapter two, we have mainly solved the problem of choice of transition-metal catalysts using in coupling of aryl halides. The different trifluoromethanesulfonic salt catalysts had been compared, the best one is Fe(OTf)3, And we also improved the procedure. Then Fe(OTf)3 was applied in coupling of aryl bromides, and get good results.(2) Synthesis of coenzyme Q10In the chapter three, we reviewed the advances of Friedel-Crafts reaction in the past several years.In the chapter four, we made detail study which is synthesis of the key intermediate of coenzyme Q10(1) through Friedel-Crafts reaction. Activities of different trifluoromethanesulfonic salt catalysts had been compared, the best one is Yb(OTf)3. The effect of the catalysts amount, the reaction time, the catalyst recovery and its catalytic activity had been investigated. An efficient synthetic method for preparation of the key intermediate of coenzyme Q10(1) was provided. Then we investigated the preparation of Coenzyme Q10, and we successfully synthesized coenzyme Q10. It has great consult value on synthesis of Coenzyme Q10.

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