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1,1,3,3-四(全氟己基乙基)二锡氧烷二聚体在环氧化合物开环反应中的催化作用 被引量:3

Catalysis of 1,1,3,3-Tetrafluorohexylethyldistannoxane in the Ring-opening Reaction of Epoxides
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摘要 采用氟碳 -有机溶剂两相催化体系 ,考察了 1 ,1 ,3 ,3 -四 (全氟己基乙基 )二锡氧烷二聚体 ( 1 )在环氧化合物开环反应中的催化作用 .结果表明 ,催化剂 ( 1 )在氟碳 -有机溶剂两相体系中使环氧苯乙烯和甲醇的开环反应产率高达 95 % ,1 3C NMR谱表明 ,开环反应的区域选择性为 1 0 0 % .在氟碳 -有机溶剂两相催化体系中以一锅法制备了 3 -苯基丙酸 2 -甲氧基 -2 -苯乙醇酯 ,收率高 ,方法简便 ,催化剂几乎可以定量回收循环使用 . Tetrafluorohexylethyldistannoxane compound(1) was synthesized conveniently from diphenyltin dichloride(6) by a new synthetic route, in which compound 6 reacted with R fMgI to afford Ph 2Sn(R f) 2(7) that was subjected to anhydrous hydrochloride to give (R f) 2SnCl 2(8), then compound 8 was hydrolyzed with sodium hydroxide to form the fluorous tin oxide(5), the mixture(molar ratio 1∶1^05) of 5 and 8 in acetone was refluxed to synthesize compound 1, the total yield was 52%. The catalysis of compound 1 was studied in the ring-opening reaction of epoxide in fluorous biphasic system. The results showed that 95% yield of the ring-opening reaction between styrene epoxide and methanol was obtained by the catalysis of compound(1) in the fluorous biphasic system. Regioselective ring-opening reaction of 100% occurred, which was confirmed by 13C NMR. 2-Methoxy-2-phenylethyl 3-phenylpropante was prepared conveniently in one pot and fluorous biphasic system at a high yield. The catalyst can be recovered qualitatively and reused without any lost almost. In summary, compound 1 was prepared in a higher yield by a new synthetic route and its catalysis was developed in the ring open reaction between epoxides and alcohol.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2004年第9期1662-1665,共4页 Chemical Journal of Chinese Universities
基金 湖南省自然科学基金(批准号:02JJY4009和03JJY3016) 湖南大学博士人才基金(批准号:531103011056)资助
关键词 1 1 3 3-四(全氟己基乙基)二锡氧烷二聚体 环氧化合物 开环 区域选择性 氟碳两相体系 1,1,3,3-Tetrafluorohexylethyldistannoxane Epoxide Ring open reaction Regioselectivity Fluorous bipasic system
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