具有酯基和酰氨基的新型杯[4]冠醚与杯[6]冠醚的合成 |
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引用本文: | 杨发福,郭红玉,黄秋锋,陈远荫. 具有酯基和酰氨基的新型杯[4]冠醚与杯[6]冠醚的合成[J]. 有机化学, 2003, 23(12): 1435-1437 |
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作者姓名: | 杨发福 郭红玉 黄秋锋 陈远荫 |
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作者单位: | 1. 福建师范大学化学系,福州,350007 2. 武汉大学化学系,武汉,430072 |
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基金项目: | 福建省自然科学基金 (No.E0 2 2 0 0 0 2 ),福建青年科技人才创新专项基金 (No .2 0 0 1J0 2 5) |
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摘 要: | 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.
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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 |
Syntheses of a New Type of Calix[4]crown and Calix[6]crown Containing Ester and Amido Groups |
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Affiliation: | Department of Chemistry,Fujian Normal University;Department of Chemistry,Wuhan University |
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Abstract: | N (2 Chloroacetoxyethyl) chloroacetamide (1) was obtained by the reaction of ethanolamine with chloroacetyl chloride. Treatment of p tert butylcalixarene or p tert butylcalixarene with compound 1 under K 2CO 3/benzene and K 2CO 3/toluene system for 48 h gave the calixcrown and calixcrown containing ester and amido groups in 37% and 25% yields, respectively. The structures of new compounds were characterized by elemental analyses, FAB MS and 1H NMR spectra, which indicates that the new type of calixcrowns adopts cone conformation bridged at 1,3- and 1,4-positions, respectively. |
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Keywords: | calixcrown ester amide synthesis conformation |
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