化学学报 ›› 2007, Vol. 65 ›› Issue (11): 1045-1050. 上一篇    下一篇

研究论文

六、七元瓜环与苯二胺及硝基苯胺异构体相互作用的HPLC研究

董南1,2, 薛赛凤*,2, 陶朱2, 赵昱1   

  1. (1浙江大学药学院天然产物研究室 杭州 310058)
    (2贵州大学应用化学研究所 贵阳 550025)
  • 投稿日期:2006-11-10 修回日期:2006-12-20 发布日期:2007-06-14
  • 通讯作者: 薛赛凤

HPLC Study on Interaction of Cucurbit(n)uril (n=6,7) with Phenylenediamine and Nitroaniline Isomers

DONG Nan1,2; XUE Sai-Feng*,2; TAO Zhu2; ZHAO Yu1   

  1. (1 Institute of Natural Product, College of Pharmacy, Zhejiang University, Hangzhou 310058)
    (2 Institute of Applied Chemistry, Guizhou University, Guiyang 550025)
  • Received:2006-11-10 Revised:2006-12-20 Published:2007-06-14
  • Contact: XUE Sai-Feng

利用HPLC法考察了六、七元瓜环(Q[6], Q[7])与邻苯二胺(g1)、间苯二胺(g2)、对苯二胺(g3)、邻硝基苯胺(g4)、间硝基苯胺(g5)、对硝基苯胺(g6)的相互作用. 实验结果表明: Q[6]可与客体g1g3, g5形成1∶1的包结配合物; Q[7]与客体g1g6形成1∶1包结配合物, 同时计算了包结配合物的包结稳定常数, 探讨了主-客体的相互作用模式, 并利用1H NMR、紫外吸收光谱法进行了佐证.

关键词: HPLC, 紫外吸收光谱, 1H NMR, 瓜环, 包结稳定常数

Interaction of cucurbit(n)uril (n=6,7) with aniline and its derivatives was studied by using high performance liquid chromatography (HPLC). The guests are o-phenylenediamine (g1), m-phenylenediamine (g2), p-phenylenediamine (g3), o-nitroaniline (g4), m-nitroaniline (g5) and p-nitroaniline (g6). The experimental results revealed that Q[6] bound only g1g3 and g5 respectively to form the inclusion complex in a rario of 1∶1; while Q[7] was observed to form a 1∶1 host-guest product with guests g1g6 respectively. The stability constants and ratio of host∶guest were determined. And the interaction model of the inclusion complexes was proposed, which were further confirmed by UV absorption spectroscopy and 1H NMR technique.

Key words: HPLC, UV absorption spectroscopy, 1H NMR, cucurbit(n)uril, stability constant