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有机化学
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有机化学 ›› 2003, Vol. 23 ›› Issue (12): 1435-1437. 上一篇    下一篇

研究论文

具有酯基和酰氨基的新型杯[4]冠醚与杯[6]冠醚的合成

杨发福;郭红玉;黄秋锋;陈远荫   

  1. 福建师范大学化学系;武汉大学化学系
  • 发布日期:2003-12-25

Syntheses of a New Type of Calix[4]crown and Calix[6]crown Containing Ester and Amido Groups

Yang Fafu;Guo Hongyu;Huang Qiufeng;Chen Yuanyin   

  1. Department of Chemistry,Fujian Normal University;Department of Chemistry,Wuhan University
  • Published:2003-12-25

PDF

482

被引次数

10

乙醇胺与氯乙酰氯反应得到Ⅳ一(2．氯乙酸酯基乙基)一氯乙酰胺(1)．1与杯 [4]芳烃和杯[6]芳烃分别在K2c03／苯和K2c03／甲苯体系中反应48 h，以37％和 25％的产率得到具有酯基和酰氨基的杯芳烃冠醚．经核磁、质谱、元素分析等表征 证实杯[4]冠醚为l，3．桥联方式，杯[6]冠醚为l，4．桥联方式，且均采取杯式构 象．

关键词: 冠醚, 乙胺 P, 酰氯 P, 杯芳烃, 甲苯, 质谱法, 元素分析, 核磁共振谱法

Af-(2-Chloroacetoxyethyl)-chloroacetamide (1) was obtained by the reaction of ethanolamine with chloroacetyl chloride. Treatment of /j- tert-butylcalix[4] arene or j?-tert-butylcalix[6] arene with compound 1 under K2C03/benzene and ^COs/toluene system for 48 h gave the calix[4] crown and calix[6]crown containing ester and amido groups in 37% and 25% yields, respectively. The structures of new compounds were characterized by elemental analyses, FAB-MS and !H NMR spectra, which indicates that the new type of calixcrowns adopts cone conformation bridged at 1,3- and 1,4-positions, respectively.

Key words: CROWN ETHER;ETHANOL P;ACYL CHLORIDES P;calixarene;METHYLBENZENE, MS;ELEMENTAL ANALYSIS;1HNMR

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