有机化学 ›› 2014, Vol. 34 ›› Issue (6): 1183-1189.DOI: 10.6023/cjoc201311022 上一篇    下一篇

研究论文

七、八元瓜环与两种含香豆素单元的紫精衍生物的相互作用

崔艳婷, 赵广宽, 王瑞欣, 朱卫国, 邹大鹏   

  1. 郑州大学化学与分子工程学院 河南省化学生物与有机化学重点实验室 郑州 450052
  • 收稿日期:2013-11-13 修回日期:2014-01-02 发布日期:2014-02-12
  • 通讯作者: 朱卫国, 邹大鹏 E-mail:zdp@zzu.edu.cn
  • 基金资助:
    河南省基础与前沿技术研究计划(No. 122300413203)资助项目.

Interaction between Cucurbit[n]uril (n=7, 8) and Two Kinds of Viologen Derivatives Containing Coumarin Unit

Cui Yanting, Zhao Guangkuan, Wang Ruixin, Zhu Weiguo, Zou Dapeng   

  1. Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052
  • Received:2013-11-13 Revised:2014-01-02 Published:2014-02-12
  • Supported by:
    Project supported by the Basic and Frontier Technology Research Program of Henan Province (No. 122300413203).

合成了两个含有香豆素单元的紫精衍生物(简称[XDS-3CMV],[XDS-6CMV]). 利用1H NMR,ESI-MS,UV-Vis以及荧光光谱分析方法考察了七、八元瓜环CB[n](n=7,8)与客体分子[XDS-3CMV],[XDS-6CMV]之间的相互作用. 结果显示,两种客体均可与CB[n](n=7,8)分别形成稳定的包结配合物,烷基链长度以及瓜环空腔尺寸的差异影响主客体相互作用的模式. 其中七元瓜环与两种客体分子的紫精部分作用形成1:1的包结配合物;八元瓜环可以与折叠成U型结构的[XDS-6CMV]分子形成1:1的包结物,而与[XDS-3CMV]分子则形成超分子聚合物.

关键词: CB[n](n=7,8), 紫精, 香豆素, 包结配合物

Two kinds of viologen derivatives ([XDS-3CMV] and [XDS-6CMV]) containing coumarin unit were synthesized and characterized. Spectroscopic techniques such as 1H NMR, ESI-MS, UV-Vis and fluorescence spectroscopies were used to investigate the interaction between CB[n] (n=7, 8) and guest molecules. The results reveal that each of the two guest binds with cucurbit[n]uril (n=7, 8) to form stable inclusion complexes. The length of the alkyl chain of the guests and the size of cucurbit[n]uril (n=7, 8 ) can affect the binding models of the inclusion complexes. Cucurbit[7]uril primarily binds with the viologen unit of the two guest molecules to form 1:1 inclusion complexes. [XDS-6CMV] prefers to fold back to form a 1:1 U-shaped complex with cucurbit[8]uril. Whereas [XDS-3CMV] prefers to form supramolecular polymer with cucurbit[8]uril.

Key words: cucurbit[n]uril (n=7, 8), viologens, coumarin, inclusion complexes