高等学校化学学报

高等学校化学学报

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基于杯芳烃的分子容器的合成及其对有机铵的可逆识别

屠春来, 郑超, 陈燕, 舒谋海   

  1. 上海交通大学化学化工学院, 上海 200240
  • 收稿日期:2006-12-20 修回日期:1900-01-01 出版日期:2007-10-10 发布日期:2007-10-10
  • 通讯作者: 舒谋海

Synthesis and Reversible Recognition for Organic Ammoniums of a Molecular Receptor Based on Calixarene

TU Chun-Lai, ZHENG Chao, CHEN Yan, SHU Mou-Hai*   

  1. College of Chemistry and Chemical Technology, Shanghai Jiaotong University, Shanghai 200240, China
  • Received:2006-12-20 Revised:1900-01-01 Online:2007-10-10 Published:2007-10-10
  • Contact: SHU Mou-Hai

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被引次数

4

摘要： 将三(吡啶基甲基)胺(TPA)引入杯芳烃的下缘, 合成了一种新的具有杯状结构的杯芳烃衍生物, 研究了其对有机铵的分子识别行为.

关键词: 杯芳烃, 分子识别, 核磁共振谱, 超分子化学

Abstract: Calixarenes often serve as molecular host in supramolecular chemistry, however, they show a conformation flexibility due to the inversion of the aromatic rings. It is important to control the structure flexibility of calixarenes. In this work, a C3v-symmetrical molecular receptor calixTPA was synthesized and characterized via 1H NMR, 13C NMR, ESI-MS, and X-ray structural analysis. Molecular recognitions of calixTPA for small organic ammoniums were investigated with 1H NMR, and the inclusions of the straight chain ammoniums were reversiblly controlled by the acidity of the solution. The results indicate that the introduction of a tripodal N4-crypto cap is beneficial to rigidify the structure in a cone conformation, the hydrophobic cavity is an efficient receptor for organic guests, and the reversible recognition of straight chain ammoniums can be potentially applied in separation of organic amines.

Key words: Calixarene, Molecular recognition, 1H NMR spectrum, Supramolecular chemistry

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