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以非模板合成法——席夫碱法合成四氮杂冠醚大环化合物
引用本文:胡敏奇,邵立东,陈林,徐立,毕韵梅. 以非模板合成法——席夫碱法合成四氮杂冠醚大环化合物[J]. 云南化工, 2009, 36(6): 4-7
作者姓名:胡敏奇  邵立东  陈林  徐立  毕韵梅
作者单位:云南师范大学,化学化工学院,云南,昆明,650092
基金项目:国家自然科学基金,云南省社会发展科技计划应用基础研究专项面上项目 
摘    要:在氢溴酸条件下,以丙酮、乙二胺为原料,采用非模板合成法———席夫碱法合成四氮杂大环席夫碱化合物(a),再经NaBH4还原成5,5,7,12,12,14-六甲基-1,4,8,11-四氮杂环十四烷水合物(L),并采用一个索氏提取器的替代装置改进了对(L)的分离方法,分离得到(L)的异构体(b)和(c);对四氮杂大环席夫碱化合物在不同种酸(氢溴酸和高氯酸)条件下的合成方法进行了对比研究,用1H-NMR和13C-NMR证实了化合物(a)和(L)的结构。

关 键 词:氮杂冠醚大环化合物  非模板合成法  异构体

Synthesis of Tetraazacyclotetradecane Crown Ether Macrocycles by A Non-Template Synthesis-Schiff-base Method
HU Min-qi,SHAO Li-dong,CHEN Lin,XU Li,BI Yun-mei. Synthesis of Tetraazacyclotetradecane Crown Ether Macrocycles by A Non-Template Synthesis-Schiff-base Method[J]. Yunnan Chemical Technology, 2009, 36(6): 4-7
Authors:HU Min-qi  SHAO Li-dong  CHEN Lin  XU Li  BI Yun-mei
Affiliation:( College of Chemistry. and Chemical Engineering. Yunnan Normal University, Yunnan Kunming 650092)
Abstract:5,5,7,12,12,14-hexamethyl-1,4,8,11-tera-azacycloteradeca-4,11-diene(a) was synthesized by the reaction of dihydrobromide of ethylene diamine with acetone.Then it was reduced by NaBH4 to form two diasteoisomeric hexamethyltetra-azacyclo-tetradacanes(b,meso) and(c,racemic).The separating method of isomers(b) and(c) was improved by using a substitute of Saxhlet apparatus.The synthetic methods of tetraazamacrocyclic Schiff-base compound(a) under hydrobromic acid and perchloric acid conditions were compared. The synthetic methods of tetraazamacrocyclic Schiff - base compound (a) under hydrobromic acid and perchloric acid conditions were compared. The structure of compounds (a) and (b) was confirmed by 1 H - NMR and 13C-NMR.
Keywords:tetraazacyclotetradecane crown ether  a non-template synthesis  separation of isomers
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