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

doi:10.6023/cjoc1105292

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (01): 189-192.DOI: 10.6023/cjoc1105292 Previous Articles Next Articles

Notes

一锅法合成含两种桥联链的杯[4]双冠醚和双杯[4]冠醚

叶进启^a, 杨发福^a,b, 张筱逸^a, 焦自玉^a, 郭红玉^a

a 福建师范大学化学与材料学院福州 350007;
b 福建师范大学福建省高分子材料重点实验室福州 350007

收稿日期:2011-05-29 修回日期:2011-08-18 发布日期:2011-09-05
通讯作者: 杨发福 E-mail:yangfafu@fjnu.edu.cn
基金资助:
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.

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

Ye Jinqi^a, Yang Fafu^a,b, Zhang Xiaoyi^a, Jiao Ziyu^a, Guo Hongyu^a

a College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007;
b Fujian Key Laboratory of Polymer Materials, Fujian Normal University, Fuzhou 350007

Received:2011-05-29 Revised:2011-08-18 Published:2011-09-05
Contact: Yang Fafu E-mail:yangfafu@fjnu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 20402002), the Natural Science Foundation of Fujian Province (No. 2011J01031), the Program for Excellent Young Researchers in University of Fujian Province (No. JA10056), and the Project of Fujian Provincial Department of Education (No. JA11044).

The one-pot synthesis of novel calix[4]-bis-crowns and biscalix[4]crown with two kinds of bridging chains was described. 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” condensation. 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.

Key words: calix[4]crown, biscalix[4]arene, synthesis, one-pot

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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]. Chin. J. Org. Chem., 2012, 32(01): 189-192.

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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

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

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