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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 12: 3483 - 3489

DOI: https://doi.org/10.6023/cjoc201906006

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

  • Zhang Runmiao ,
  • Wang Chenwei ,
  • Sun Jing ,
  • Yan Chaoguo ,
  • Yao Yong
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  • 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 date: 2019-06-06

  Revised date: 2019-07-30

  Online 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).

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Abstract

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

Cite this article

Zhang Runmiao , Wang Chenwei , Sun Jing , Yan Chaoguo , Yao Yong . Design and Construction of Pillar[5]arene-Based Bis-[1]rotaxane[J]. Chinese Journal of Organic Chemistry, 2019 , 39(12) : 3483 -3489 . DOI: 10.6023/cjoc201906006

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