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Metal Catalyzed Synthesis Of Allyl Compounds Followed By Radical Reation

Posted on:2016-07-16Degree:MasterType:Thesis
Country:ChinaCandidate:Y L HanFull Text:PDF
GTID:2271330461972922Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Olefins are the byproducts of petroleum industry and inexpensive, and those are oftenly used in industrial production and scientific research. Olefins transformed into other sorts of products also have important practical value, so the olefins transformation represents significant classes of chemical reactions have received the widespread attention. In 2001,2005 and 2010, the Nobel Prizes for chemistry were awarded to the chemists who had made an outstanding contribution in the field of olefins conversion. They won the prizes for the asymmetric hydrogenation of olefins, asymmetric oxidation, olefins metathesis and cross coupling reaction. Simple bifuctional reactions of olefins are effective method to prepare complex compounds and the most common bifuctional reactions are diamination and dialkylation. The reports on hybrid functional change (introduction of different groups on olefins) are very rare. Thus, the work of this paper is great significance.A new catalytic system was explored to generate a variety of allyl compounds suing low-cost olefins and acyl peroxide. It reveals that the reaction between olefins and acyl peroxide is a radcial reaction. The research results of this paper maingly includes the following aspects:First,1,3-butadiene peroxide and lauroyl peroxide reaction as an example, the influence of catalyst, solvent, temperature, time, and the molar ratio raw materials on the yield of the product were studied. It was explored that the reaction was giving better resulters, i.e., conversion of lauroyl peroxide conversion rate is 78.5% at 80℃ for 6 h, using copper(I) thiophene -2-carboxylat (CuTc) as the catalyst and 1,4-dioxane as solven. Second, when the lauroyl peroxid react with other conjugated olefins such as 2,3-dimethyl-1,3-butadiene and myrcene, the yield is 77.8% and 71.3% respectively. So, it illustrates the reaction conditions has good applicability. Three, efficiently synthesized a series of carbonyl peroxide compounds such as heptanoic peroxyanhydride, pentanoic peroxyanhydride,4-phenylbutanoicperoxyanhydride, and 3-phenylpropanoic peroxyanhy -dride with 1,3-butadiene reaction, and good results have been achieved. The structures of related products were characterized by way nuclear magnetic resonance (NMR), for the synthesis of allyl compounds provides reference.
Keywords/Search Tags:Conjugated dienes, Lauroyl peroxide, Copper(Ⅰ) thiophene-2-carboxylat, Radical reactio
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