氮杂大环烷烃及其衍生物的合成与应用研究-有机化学专业论文.docx

ABSTRACT Aza-macrocycloalkanes and their derivatives are a sort of new ligands with excellent performance. Now，they are widely used in medical treatment， biological medicine ，and other realms with bright future. However，over decades，there is barely a laboratory method which could handle with simple operations，faci1e materials，and high yields. 6‘ In order to synthesis aza-macrocycloalkanes efficiently and conveniently ，this 吗 research combined the existing Richman-Atkins Method and its improvements ， summarized a route with diethylenetriamine ，ethylenediamine ，triethylenetetramine and diethanolamine as starting materials，via tosylation ，cyclisation ，detosylation ， methylation and oxidation procedures ，synthesized cyclen，TACN and PACP，and their methylated derivatives，oxidized methylated derivatives，and the condensed product of glyoxal and cyclen. Characterized them by melting point，IR，and 1日-NMR.In these compounds，the oxidized methylated derivatives were first synthesized，had not been reported. Compared with literature，cyclisation and detosylation were general and creative ones with higher yields in this route. Meanwh i1e，several coordination compounds were prepared with those ligands，and three benzφmacrocyclic sulfonamides were synthesized. In the end，two compounds were selected for the preliminary catalytic activity test. KEY WORDS: Aza-macrocycloalkanes and their derivatives，improved 、 Richmal Atkins Method，synthetic route 4 目录 第一章绪论川..…………………………川… 1 1. 1 研究背景概要……………… 1 1.2 全氮杂大环炕烧的合成方法…………………… 2 1.2. 1 非模板合成…………………………………………… J 1. 2. 1.1 Stetter法……………… 2 ‘1. 2. 1. 2 Richman 蝴Atkins法……………………… 3 ‘ a 1.2.1.3 改进的Richm棚-Atkins法………………...… 4 1.2.2 模板合成…………………·… …川…….…...川…...…..川…川.…… 咱 1.2.2.1 金属离子模板反应…………………..……..……………..…川…...…………………… .. 1.2.2.2 质子模板反应……..………..…川…...…...………………………………… 7 1.2.2.3 碳原子模板反应……….….，……………… 7 1.2.2.4 模板反应与非模板反应的模糊界定…………………………川 8 1.2.3