Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3483-3489.DOI: 10.6023/cjoc201906006 Previous Articles     Next Articles

Special Issue: 有机超分子化学合辑


张润淼a,b, 王陈威b, 孙晶a, 颜朝国a, 姚勇b   

  1. a 扬州大学化学化工学院 江苏扬州 225000;
    b 南通大学化学化工学院 江苏南通 226019
  • 收稿日期:2019-06-06 修回日期:2019-07-30 发布日期:2019-08-07
  • 通讯作者: 颜朝国, 姚勇;
  • 基金资助:

Design and Construction of Pillar[5]arene-Based Bis-[1]rotaxane

Zhang Runmiaoa,b, Wang Chenweib, Sun Jinga, Yan Chaoguoa, Yao Yongb   

  1. a College of Chemistry and Chemistry Engineering, Yangzhou University, Yangzhou, Jiangsu 225000;
    b College of Chemistry and Chemistry Engineering, Nantong University, Nantong, Jiangsu 226019
  • Received:2019-06-06 Revised:2019-07-30 Published:2019-08-07
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21801139, 21871227), the Natural Science Foundation of Jiangsu Province (No. BK20180942), the Natural Science Foundation of Nantong University for High-Level Talent (No. 03083004), and the Large Instruments Open Foudation of Nantong University (No. KFJN1814).

A series of pillar[5]arene monoamide derivatives with different lengths of alkylenediamine unites as the side chains on the pillar[5]arene's rim can form pseudo[1]rotaxanes. Thus, based on the construction of this intermediate of pseudo[1]rotaxane, eight pillar[5]arene-baed mechanically interlocked molecules (MIMs) of bis-[1]rotaxane were successful constructed through condensation reaction of pillar[5]arene monoamide derivative and salicylaldehyde. The newly synthesized bis-[1]rotaxane was investigated in detail by various methods, including 1H NMR, 13C NMR, 2D NOESY NMR and MS analysis. It was found that this kind of MIMs has a strong recognition effect with Cu2+, which complexed by 1:2.

Key words: pillar[5]arene, bis-[1]rotaxane, pseudo[1]rotaxane, mechanically interlocked molecules