冠醚化合物的合成(ⅩⅩ)——桥链冠醚的合成

高等学校化学学报 ›› 1992, Vol. 13 ›› Issue (4): 474.

冠醚化合物的合成(ⅩⅩ)——桥链冠醚的合成

汪玉庭, 黄载福, 赵文涛, 郭斌, 王小兵

武汉大学环境科学系, 武汉, 430072

收稿日期:1991-05-07 出版日期:1992-04-24 发布日期:1992-04-24
通讯作者: 汪玉庭
基金资助:
国家自然科学基金;武汉大学分析测试基金

The Synthesis of Crown Ethers (ⅩⅩ) ——Synthesis of Bridged Crown Ethers

WANG Yu-ting, HUANG Zai-fu, ZHAO Wen-tao, GUO Bin, WANG Xiao-bing

Department of Environmental Science, Wuhan University, Wuhan, 430072

Received:1991-05-07 Online:1992-04-24 Published:1992-04-24

摘要/Abstract

摘要： 用不对称二苯并14-冠-4-双羟基冠醚的顺式异构体(Ⅰ、Ⅲ)和反式异构体(Ⅱ)分别与丙二酰氯、丁二酰氧和己二酰氯反应,合成了14种桥链冠醚,用IR、¹H NMR、MS和元素分析确证了它们的结构。结果表明,顺式异构体与丁二酰氧和己二酰氧反应可生成1:1和2:2缩合物,而与丙二酰氯反应则只生成2:2缩合物;反式异构体与3种脂肪二酰氯反应都生成2:2缩合物。

关键词: 桥链冠醚, 双羟基冠醚, 脂肪二酰氯

Abstract: Fourteen new bridged crown ethers have been synthesized by the reaction of asymmetrical cis-trans isomers of dibenzodihydroxy-14-crown-4 with malonyl dichloride, butanedioyl dichloride and hexanedioyl dichloride respectively.Their structures wer.e confirmed by IR, ¹H NMR, MSand elemental analysis.The experimental results demonstrate that the cis isomers react with butanedioyl dichloride and hexanedioyl dichloride to form 1:1 and 2:2 condensation compounds, while malonyl dichloride only to form 2:2 condensation compounds.The trans iso-mer reacts with the above three aliphatic acid dichlorides all to form 2:2 condensation compounds.

Key words: Bridged crown ether, Dihydroxy crown ether, Aliphatic acid dichloride

TrendMD:

汪玉庭, 黄载福, 赵文涛, 郭斌, 王小兵. 冠醚化合物的合成(ⅩⅩ)——桥链冠醚的合成. 高等学校化学学报, 1992, 13(4): 474.

WANG Yu-ting, HUANG Zai-fu, ZHAO Wen-tao, GUO Bin, WANG Xiao-bing . The Synthesis of Crown Ethers (ⅩⅩ) ——Synthesis of Bridged Crown Ethers. Chem. J. Chinese Universities, 1992, 13(4): 474.