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一锅法合成含两种桥联链的杯[4]双冠醚和双杯[4]冠醚
引用本文:叶进启,杨发福,张筱逸,焦自玉,郭红玉. 一锅法合成含两种桥联链的杯[4]双冠醚和双杯[4]冠醚[J]. 有机化学, 2012, 32(1): 189-192
作者姓名:叶进启  杨发福  张筱逸  焦自玉  郭红玉
作者单位:1. 福建师范大学化学与材料学院 福州350007
2. 福建师范大学化学与材料学院 福州350007;福建师范大学福建省高分子材料重点实验室 福州350007
基金项目:国家自然科学基金,福建省自然科学基金,福建省高校杰出青年科研人才培育计划,福建省教育厅重点
摘    要:报道了"一锅法"合成含两种桥联链的新型杯[4]双冠醚和双杯[4]冠醚.杯[4]芳烃先与N,N’-乙撑基-二(2-氯乙酰胺)发生"1+1"缩合反应,然后直接加入三甘醇双对甲苯磺酸酯继续进行"2+2"缩合反应,合成了含两种桥联链的新型双杯[4]冠醚4.按照相似程序,杯[4]芳烃先后与N,N’-乙撑基-二(2-氯乙酰胺)、溴乙酸乙酯和二乙烯三胺反应,得到含两种桥联链的新型杯[4]双冠醚5.化合物5进一步与异硫氰酸苯酯反应合成带硫脲支链的杯[4]双冠醚6.所有新化合物的结构与构象经元素分析、质谱、核磁共振谱等表征证实.

关 键 词:杯[4]冠醚  双杯[4]芳烃  合成  一锅法

One-Pot Syntheses of Calix[4]-bis-crowns and Biscalix[4]crown with Two Kinds of Bridging Chains
Ye,Jinqi , Yang,Fafu , Zhang,Xiaoyi , Jiao,Ziyu , Guo,Hongyu. One-Pot Syntheses of Calix[4]-bis-crowns and Biscalix[4]crown with Two Kinds of Bridging Chains[J]. Chinese Journal of Organic Chemistry, 2012, 32(1): 189-192
Authors:Ye  Jinqi    Yang  Fafu    Zhang  Xiaoyi    Jiao  Ziyu    Guo  Hongyu
Affiliation:Ye,Jinqia Yang,Fafu,a,b Zhang,Xiaoyia Jiao,Ziyua Guo,Hongyua(a College of Chemistry and Materials,Fujian Normal University,Fuzhou 350007) (b Fujian Key Laboratory of Polymer Materials,Fujian Normal University,Fuzhou 350007)
Abstract:The one-pot synthesis of novel calix[4]-bis-crowns and biscalix[4]crown with two kinds of bridging chains was de-scribed.Calix[4]arene was firstly reacted with N,N’-ethylenebis(2-chloroacetamide) in "1+1" condensation,and then triethylene glycol ditosylate was added directly to give a new biscalix[4]crown 4 with two kinds of bridging chains in "2+2" condensa-tion.According to similar procedure,by successively reacting calix[4]arene with N,N’-ethylenebis(2-chloroacetamide),ethyl bromoacetate and diethylenetriamine,a new calix[4]-bis-crowns 5 with two kinds of bridging chains was prepared.Further reacting compound 5 with phenyl isothiocyanate afforded calix[4]-bis-crowns 6 with thiourea branched chain.The structures and conformation of new compounds were characterized by elemental analyses,ESI-MS,1H NMR,etc.
Keywords:calix[4]crown  biscalix[4]arene  synthesis  one-pot
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