一锅法合成含两种桥联链的杯[4]双冠醚和双杯[4]冠醚  

One-Pot Syntheses of Calix[4]-bis-crowns and Biscalix[4]crown with Two Kinds of Bridging Chains

作　　者：叶进启[1] 杨发福[1,2] 张筱逸[1] 焦自玉[1] 郭红玉[1] 

机构地区：[1]福建师范大学化学与材料学院,福州350007 [2]福建师范大学福建省高分子材料重点实验室,福州350007

出　　处：《有机化学》2012年第1期189-192,共4页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20402002);福建省自然科学基金(No.2011J01031);福建省高校杰出青年科研人才培育计划(No.JA10056);福建省教育厅重点(No.JA11044)资助项目~~

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.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.

关 键 词：杯[4]冠醚 双杯[4]芳烃 合成 一锅法 

分 类 号：O621.3[理学—有机化学]