高等学校化学学报 ›› 2013, Vol. 34 ›› Issue (1): 91.doi: 10.7503/cjcu20120898

• 有机化学 • 上一篇    下一篇

葫芦[8]脲的环套环分子组装

白图雅, 陈岭, 张衡益, 刘育   

  1. 南开大学化学系, 元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2012-09-28 发布日期:2012-12-31
  • 通讯作者: 刘育,男,博士,教授,博士生导师,主要从事超分子化学研究.E-mail:yuliu@nankai.edu.cn E-mail:yuliu@nankai.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20932004, 20972077)资助.

Ring-in-ring Molecular Assembly with Cucurbit[8]uril

BAI Tu-Ya, CHEN Ling, ZHANG Heng-Yi, LIU Yu   

  1. State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2012-09-28 Published:2012-12-31

摘要:

以4,4'-联吡啶鎓、 2,6-萘二酚和2,7-萘二酚为基本结构单元, 设计合成了2种带有分子内给受体相互作用的大环化合物, 并采用紫外光谱和核磁共振等手段研究了其与葫芦[8]脲的键合行为. 研究结果表明, 在水溶液中大环的2,6-萘二酚和2,7-萘二酚与4,4'-联吡啶鎓之间存在分子内的电荷转移相互作用, 而葫芦[8]脲可以键合这2种大环化合物, 导致电荷转移吸收峰增强并红移, 表明葫芦[8]脲能增强这种分子内的电荷转移相互作用, 形成稳定的环套环分子组装体. 这种结构是基于葫芦[8]脲的新型拓扑结构.

关键词: 大环化合物, 电荷转移相互作用, 环套环分子组装体

Abstract:

Ring-in-ring complexation is a novel topological structure in supramolecular chemistry. Two macrocyclic compounds with intramolecular donor-acceptor interactions were designed and synthesized with 4,4'-bipyridinium, 2,6-dinaphthol and 2,7-dinaphthol as building blocks. Their associations with cucurbit[8]uril were investigated by means of UV-Vis and 1H NMR. The spectra results show that intramolecular charge transfer(CT) interaction exsits in aqueous solution of these two macrocycles, and cucurbit[8]uril can bind the two macrocycles. The binding result in the increase of charge transfer(CT) absorption strength and red shift of CT absorption peak, indicating the formation of stable ring-in-ring complexes. These ring-in-ring complexes are new topological structures for cucurbit[8]uril.

Key words: Macrocyclic compound, Intramolecular charge transfer, Ring-in-ring complex

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