化学学报 ›› 2006, Vol. 64 ›› Issue (20): 2101-2110. 上一篇    下一篇

研究论文

六、七、八元瓜环与苯胺系列衍生物的相互作用

曾启华1,2, 祝黔江*,1, 薛赛凤1, 牟兰1, 陶朱1   

  1. (1贵州大学理学院应用化学研究所 贵阳 550025)
    (2遵义师范学院化学系 遵义 563002)
  • 投稿日期:2005-10-11 修回日期:2006-06-06 发布日期:2006-10-28
  • 通讯作者: 祝黔江

Interaction of Cucurbit[n=6, 7, 8] with Aniline and Its Deri-vates

ZENG Qi-Hua1,2; ZHU Qian-Jiang*,1; XUE Sai-Feng1; MU Lan1; TAO Zhu1   

  1. (1 Institute of Applied Chemistry, Guizhou University, Guiyang 550025)
    (2 Department of Chemistry, Zunyi Normal College, Zunyi 563002)
  • Received:2005-10-11 Revised:2006-06-06 Published:2006-10-28
  • Contact: ZHU Qian-Jiang

利用紫外吸收光谱、荧光光谱以及1H NMR方法详细考察了六、七、八元瓜环(Q[6], Q[7], Q[8])与苯胺系列衍生物客体的相互作用和体系pH对其作用的影响. 实验结果表明, 3种瓜环与苯胺系列衍生物客体的相互作用强弱、作用比例以及作用模式与体系的酸度密切相关: 在“高”或“低”pH条件下, 未观察到瓜环与这些客体的明显作用; 在介于“高”与“较高”或“低”与“较低”的pH范围, 瓜环与这些客体发生相互作用, 形成1∶1的包结配合物; 而在介于“较高”与“较低”的pH范围, 瓜环与这些客体发生相互作用, 可形成1∶2的包结配合物. 对于不同的瓜环-客体作用体系, 相应的pH范围各不相同. 本文利用简便的实验方法, 测试了这些pH值及其范围. 根据测定的结果, 结合瓜环以及客体的结构特征, 对体系主客体在不同的酸度区域表现出的不同作用模式进行了探讨.

关键词: 紫外吸收光谱, 荧光光谱, 1H NMR技术, 主客体包结作用, pH影响

Interaction of cucurbit[n=6, 7, 8]urils(Q[6], Q[7], Q[8]) with aniline and its derivates and influence of pH on the interaction were studied by using UV spectroscopy, fluorescence spectrophotometry and 1H NMR technique in details. The experimental results revealed that the interaction, such as interaction models and ratio of the interacted Q[n] with the guest, is closely related with pH of a host-guest system. Generally, there are five interaction stages: there is no obvious interaction between Q[n] and the title guest(s) at the “highest” and the “lowest” pH; the Q[n] includes the guest with a 1∶1 ratio between the “highest” and a “higher” pH or the “lowest” and a “lower” pH; between the higher and the lower pH, the Q[n], even some Q[6]-guest systems, includes the guest with a 1∶2 ratio. However, the values of the “highest”, “higher” “lowest” “lower” pH are different for different Q[n]-guest systems, and in this work, a relevant simple method was used to determine these different pH values. Based on the experimental results, the structure of the Q[n] and the guests, the reasons of different interaction models and ratio at different pH were discussed.

Key words: UV absorption spectroscopy, fluorescence spectrophotometry, 1H NMR technique, interaction of host-guest, pH influence