Acta Chimica Sinica ›› 2006, Vol. 64 ›› Issue (10): 1085-1092. Previous Articles     Next Articles

Original Articles

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

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