Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (3): 284-291.DOI: 10.11944/j.issn.1000-0518.2015.03.140247

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Synthesis and Properies of Macrocycles Containing Pyridine-2,6-Dicarboxamide Unit

WU Juana, HU Pengb, HUANG Chaoa, CHEN Dongmeia, ZHU Bixuea, *   

  1. aKey Laboratory of Macrocyclic and Supramolecular Chemistry,Guizhou University,Guiyang 550025,China
    bDepartment of Chemistry,Guiyang Medical College,Guiyang 550004,China
  • Received:2014-07-16 Accepted:2014-10-07 Published:2015-03-02 Online:2015-03-02
  • Contact: Bixue ZHU
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21061003), the “Chun-Hui” Funds of Chinese Ministry of Education(No.132008)

Abstract:

The [1+1] Schiff base macrocyclic compound 3 was synthesized via the condensation of precursor 1 [1,3-bis(2'-formylphenoxy)propane] and precursor 2 [N,N'-(2-aminophenyl)pyridine-2,6-dicarboxamide] in the presence of sulfuric acid. Macrocycle 3 was reduced to the corresponding saturated macrocycle 4. Their structures were characterized by 1H NMR, IR, MS spectra and elemental analysis. The crystal structures of the two macrocycles were determined by the X-ray diffraction analysis. The study of the reaction of the macrocyclic compound 3 or 4 with a series of anions was performed by UV-Vis absorption spectra technique. The results show that the saturated macrocycle 4 displayed a selective recognition for F- ion, and the stoichiometric ratio and the stability constant of the complex were determined. Furthermore the adsorption abilities of the two macrocycles for methanol were investigated.

 

Key words: pyridine-dicarboxamide, macrocycle, crystal structure, anion recognition, adsorption property

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