有机化学 ›› 2016, Vol. 36 ›› Issue (7): 1580-1585.DOI: 10.6023/cjoc201604049 上一篇    下一篇

研究论文

基于蒽二胺和间苯二甲酸的芳酰胺折叠体的设计与合成

汪奕, 王辉, 张丹维, 黎占亭   

  1. 复旦大学化学系 上海 200433
  • 收稿日期:2016-04-24 修回日期:2016-05-20 发布日期:2016-05-24
  • 通讯作者: 张丹维, 黎占亭 E-mail:zhangdw@fudan.edu.cn;ztli@fudan.edu.cn
  • 基金资助:

    上海市科委(No.13M1400200)、国家自然科学基金(Nos.21102017,21472023)资助项目.

Design and Synthesis of Aromatic Amide Foldamer Based on Anthradiamine and Isophthalic Acid Derivatives

Wang Yi, Wang Hui, Zhang Dan-Wei, Li Zhan-Ting   

  1. Department of Chemistry, Fudan University, Shanghai 200433
  • Received:2016-04-24 Revised:2016-05-20 Published:2016-05-24
  • Supported by:

    Project supported by the Science and Technology Commission of Shanghai Municipality (No. 13M1400200), the National Natural Science Foundation of China (Nos. 21102017, 21472023).

基于2,7-蒽二胺和4,6-二羟基间苯二甲酸衍生物设计合成了交替的荧光二芳酰胺寡聚体A1和四芳酰胺寡聚体A2,通过引入缩乙醇醚链改善芳酰胺寡聚体在大极性溶剂中的溶解度. 寡聚体的结构经1H NMR和HRMS表征确认. 据荧光滴定实验推测A2分子在极性溶剂二甲基亚砜中与均苯三甲酸客体分子发生主客体识别作用,其表观结合常数为1.95×103 L·mol-1.

关键词: 芳酰胺, 荧光, 折叠体

A kind of fluorescence aromatic amide oligomer which based on 2,7-anthradiamine and 4,6-dihydroxyisophthalic acid derivatives is designed and synthesized. Tetraoxatridecanyl groups were introduced into the oligomers to improve their solubility in polar solvent. These structures were characterized by 1H NMR and HRMS. Fluorescence titration experiments indicated that A2 recognized 1,3,5-benzene-tricarboxylate ion by host-guest interaction. The apparent binding constant of the complex was measured to be about 1.95×103 L·mol-1, which opened a door on explore the supramolecular host-guest system by the track of fluorescence.

Key words: aromatic amide, fluorescence, foldamer