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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (10): 1085-1092. 上一篇    下一篇

研究论文

七、八元瓜环对萘二胺异构体相互作用的考察

曾启华1,2，王娅1，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:2005-04-30 修回日期:2006-01-25 发布日期:2006-05-25
  • 通讯作者: 祝黔江

Interaction between Cucurbit(n)uril (n＝7 or 8) and Diaminonaphthalene Isomers

ZENG Qi-Hua1,2, WANG Ya1, 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:2005-04-30 Revised:2006-01-25 Published:2006-05-25
  • Contact: ZHU Qian-Jiang

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996

被引次数

34 | 7

利用紫外吸收光谱、荧光光谱以及1H NMR方法考察了七、八元瓜环(Q[7], Q[8])与1,8-萘二胺(g1), 2,3-萘二胺(g2), 1,5-萘二胺(g3)的相互作用. 实验结果表明: Q[7]与客体g1发生端口作用, 作用比为1∶1; Q[7]与客体g2, g3相互作用也形成1∶1的包结配合物. Q[8]与三种客体相互作用情况各不相同, 除Q[8]与客体g2相互作用形成1∶2的包结配合物; Q[8]与客体g1或g3可发生相互作用, 形成溶解性较差的作用产物, 其表观相互作用的比例为1∶1. 考察溶液酸度对主客体相互作用的影响还表明: 当pH大于某一值之后, 如Q[7]主客体体系, pH大于6.0; Q[8]主客体体系, pH大于12.0, 用光谱方法观察不到瓜环与客体的相互作用. Q[7], Q[8]为主体的上述主客体作用产物分别与金刚烷胺盐酸盐、1,10-癸二胺盐酸盐的竞争反应结果表明, 已作用的萘二胺异构体容易被所选用的竞争客体所取代, 只有g2与Q[8]形成的包结配合物被1,10-癸二胺盐酸盐部分取代.

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

The interaction between cucurbit[n]uril (n＝7 or 8) (Q[7], Q[8]) and diaminonaphthalene isomers, such as 1,8-diaminonaphthalene (g1), 2,3-diaminonaphthalene (g2), 1,5-diaminonaphthalene (g3) was studied by UV spectroscopy, fluorescence spectrophotometry and 1H NMR technique. The experimental results revealed that the diaminonaphthalene isomers g2 and g3 as molecular guests were bound in the cavity of Q[7] in a ratio of 1∶1 while a portal interaction of the isomer g1 with Q[7] in a ratio of 1∶1 was observed. Interaction ratios of Q[8] with the three guest compounds were different: Q[8] bind g2 to form an inclusion complex in a ratio of 1∶2, and Q[8] bind g1 or g3 to form a less soluble host-guest product in a ratio of 1∶1. The results also showed that the stability of the inclusion complexes was related to the pH of solution: the inclusion complexes of Q[7] with g1, g2 or g3 were decomposed completely at pH＞6.0, and the inclusion complexes of Q[8] with g1, g2 or g3 were decomposed completely at pH＞12.0. Competitive experiments showed that the guests g1, g2 and g3 bound by Q[7] can be substituted by competitive guest 1-amineadmantane•HCl, and the guests g1 and g3 bound by Q[8] can be substituted by competitive guest 1,10-diaminodecane•2HCl completely, however, only part of g3 bound by Q[8] can be substituted by competitive guest 1,10-diaminodecane•2HCl.

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