Acta Chim. Sinica ›› 2016, Vol. 74 ›› Issue (1): 9-16.DOI: 10.6023/A15090585 Previous Articles     Next Articles

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基于双间苯-32-冠-10穴醚超分子组装体的设计与构筑

王其, 程明, 曹逸涵, 强琚莉, 王乐勇   

  1. 南京大学化学化工学院 介观化学教育部重点实验室 南京 210023
  • 投稿日期:2015-09-05 发布日期:2015-11-13
  • 通讯作者: 强琚莉, 王乐勇 E-mail:jjl@nju.edu.cn;lywang@nju.edu.cn
  • 基金资助:

    项目受国家自然科学基金(Nos. 21472088, 91227106)资助.

Design and Construction of Supramolecular Assemblies Containing Bis(m-phenylene)-32-crown-10-based Cryptands

Wang Qi, Cheng Ming, Cao Yihan, Jiang Juli, Wang Leyong   

  1. Key Laboratory of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023
  • Received:2015-09-05 Published:2015-11-13
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21472088, 91227106).

Crown ether-based cryptands have attracted much attention not only because of their 3D spatial architectures but also due to their good application prospects. In recent years, our group has prepared a series of supramolecular assemblies containing bis(m-phenylene)-32-crown-10-based cryptands. Firstly, by attaching a bisthiotetrathiafulvalene (STTFS) unit to the third arm of the cryptand, a redox-switchable cryptand was synthesized successfully. It was found that the dethreading-rethreading processes between this cryptand and the guests could be well-controlled in different redox states owing to the specific redox-active properties of the STTFS unit. Secondly, two types of cryptand-based host-guest complexes were also constructed successfully, in which P=O functional groups were located at the different positions of the third arms. These two new cryptands were capable of forming [2]pseudorotaxanes with the paraquat guest both in solution and in the solid state. Moreover, the generated [2]pseudorotaxanes could further self-assemble into supramolecular poly[2]pseudorotaxanes in the solid state. Interestingly, it was found that two different types of supramolecular poly[2]pseudorotaxanes were formed in almost linear and zigzag shapes in the solid state. Thirdly, a pillar[5]arene-fused cryptand with two different cavities was also synthesized successfully. The cavity of BMP32C10-based cryptand in this tricyclic host molecule could selectively interact with the paraquat guest. The complexation behaviours between host and two different guest species were selective, and more importantly, in an orthogonal fashion. And based on this orthogonal self-assembly of two host-guest interactions, a novel type of supramolecular polymer was constructed easily and conveniently. These above researches of cryptands will provide the diverse motifs for the constructions of molecular devices and supramolecular materials.

Key words: cryptand, molecular switch, pseudorotaxane, orthogonal self-assembly, supramolecular polymer