联苯[n]芳烃新型大环主体的设计、合成及分子识别性能研究

项目名称： 联苯[n]芳烃新型大环主体的设计、合成及分子识别性能研究

项目编号： No.21472122

项目类型： 面上项目

立项/批准年度： 2015

项目学科： 数理科学和化学

项目作者： 李春举

作者单位： 上海大学

项目金额： 85万元

中文摘要： 开发结构新颖、功能独特的大环主体分子是超分子化学研究的一个永恒的和富有挑战性的主题。本项目拟设计合成一类新型的大环合成受体?联苯[n]芳烃（biphen[n]arene），它是由4,4'-联苯二酚（醚）通过亚甲基在3,3'位相连接而形成的环状主体化合物。通过合成衍生，拟制备全修饰、单修饰和水溶性联苯[n]芳烃等一系列衍生物，利用光谱、核磁、量热等手段系统地研究它们对金属离子、有机阳离子和中性客体分子的识别行为，探索联苯[n]芳烃新型大环主体键合客体的规律和驱动力，阐述主客体络合的结构和热力学参数之间的关系。 联苯[n]芳烃制备简单、易于衍生化，从组成上不同于基于单苯环基块的杯芳烃、雷锁酚杯芳烃、环三藜芦烃和柱芳烃，可展现独特的空腔结构和分子识别性质，具有较好的发展前景。本项目对类杯芳烃超分子化学的丰富和发展具有重要意义，有望开拓具有结构和功能特色的联苯[n]芳烃超分子化学新体系。

中文关键词： 联苯[n]芳烃；杯芳烃；分子识别；键合热力学；超分子化学

英文摘要： To design and exploit novel macrocyclic hosts with unique structures and good host-guest properties is a permanent and challenging topic in supramolecular chemistry. In this project we will design and synthesize a new class of macrocyclic receptors, biphen[n]arenes, which are made up of 4,4'-biphenol or 4,4'-biphenol ether units linked by methylene bridges at the 3- and 3'- positions. A series of mono-, and fully-substituted biphen[n]arenes and water-soluble biphen[n]arenes will be prepared, and their complexation behavior towards various metal ions, organic cationic molecules, and organic neutral guests will be studied by spectroscopy, NMR, and isothermal titration microcalorimetry, etc. The study is expected to clarify the driving forces and binding mechanisms of biphen[n]arene-based molecular recognition, and to demonstrate the relationship between the host-guest structures and the thermodynamic data. The biphen[n]arene hosts are intrinsically easy to prepare and functionalize, and possess different monomer components with calixarenes, resorcinarenes, cyclotriveratrylenes and pillararenes. Thus, they are expected to have extraordinary architectures and intriguing host-guest properties. The study has the opportunities to build up new biphen[n]arene chemistry with special structures and properties, and therefore will broaden the field of supramolecular chemistry study.

英文关键词： Biphen[n]arenes;Calixarenes;Molecular Recognition;Binding Thermodynamics;Supramolecular Chemistry