有机化学 ›› 2012, Vol. 32 ›› Issue (01): 68-74.DOI: 10.6023/cjoc1104223 上一篇    下一篇

研究论文

七、八元瓜环与二溴化1,n-亚烷基-二-2-甲基吡啶的超分子自组装

肖昕a, 吴明强a, 薛赛凤a, 祝黔江a, 张建新b, 陶朱a   

  1. a 贵州省大环化学及超分子化学重点实验室 贵州大学 贵阳 550025;
    b 贵州省天然产物化学重点实验室 贵阳 550002
  • 收稿日期:2011-04-22 修回日期:2011-08-29 发布日期:2011-09-28
  • 通讯作者: 陶朱 E-mail:gzutao@263.net
  • 基金资助:

    国家自然科学基金(Nos. 20961002, 21101037)、贵州省科学技术基金(Nos. 黔科合J 字[2010]2005 号, [2010]2126 号)、贵阳市科技局大学生科技创业计划(No. 筑科合同(2011201)大-4-3 号)资助项目.

Supramolecular Self-assemblies of Cucurbit[7,8]uril with Certain 1,n-Alkylene-bismethylpyridinum Dibromide

Xiao Xina, Wu Mingqianga, Xue Saifenga, Zhu Qianjianga, Zhang Jianxinb, Tao Zhua   

  1. a Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025;
    b Key Laboratory of Chemistry for Natural Products of Guizhou Province, Guiyang 550002
  • Received:2011-04-22 Revised:2011-08-29 Published:2011-09-28
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20961002, 21101037), the Science and Technology Fund of Guizhou Province (Nos. 2010-2005, 2010-2126) and the Science and Technology Plan Projects of Guiyang City (No. 2011201-4-3).

合成和表征了4 个碳链长度不同二溴化1,n-亚烷基-二-2-甲基吡啶(客体, n=6, 8, 10, 12), 利用1H NMR 技术、热重分析及紫外吸收光谱法考察了这些客体与七、八元瓜环(主体)的相互作用, 以及形成的主客体包结物的结构特征.研究结果表明4 个客体与七、八元瓜环形成不同的主客体包合物. 七元瓜环可穿梭在线性客体分子上形成类轮烷型或哑铃型主客体包合物; 而由于具有较大的空腔, 八元瓜环可包容弯曲状的整个客体分子.

关键词: 瓜环, 二溴化1,n-亚烷基-二-2-甲基吡啶, 类轮烷, 超分子自组装

Four 1,n-alkylene-di-2-methylpyridinium dibromide (n=6, 8, 10, 12) guests were synthesized and characterized, and the host-guest interactions between cucurbit[7 or 8]urils with these guests were also investigated by using 1H NMR technique, thermogravimetry analysis and UV-Vis measurement in details. The experimental results revealed that it was different in the interaction models of the formed host-guest inclusion complexes between the cucurbit[7]uril with the four guests and the cucurbit[8]uril with the four guests. The cucurbit[7]uril preferred to thread on the linear guests and formed pseudorotaxane- like or “dumbbell”-like inclusion complexes, while the cucurbit[8]uril preferred to included whole body of a guest in a fold manner due to having a larger cavity.

Key words: cucurbit[7,8]uril, 1,n-alkylene-bismethylpyridinium dibromide (n=6, 8, 10, 12), pseudorotaxane, supramolecular self-assembly