Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 474-479.DOI: 10.6023/cjoc201605042 Previous Articles     Next Articles



张文龙, 陈冬梅, 刘兴丽, 黄超, 朱必学   

  1. 贵州大学大环及超分子化学重点实验室 贵阳 550025
  • 收稿日期:2016-05-28 修回日期:2016-09-02 发布日期:2016-10-08
  • 通讯作者: 朱必学
  • 基金资助:


Synthesis, Structure and Anion Recognition of Urea-Functionalized Schiff Base Macrocyclic Compound

Zhang Wenlong, Chen Dongmei, Liu Xingli, Huang Chao, Zhu Bixue   

  1. Key Laboratory of Macrocyclic and Supramolecular Chemistry, Guizhou University, Guiyang 550025
  • Received:2016-05-28 Revised:2016-09-02 Published:2016-10-08
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21061003), and the ‘Chun-Hui’ Fund of Ministry of Education (No. Z2012054).

A novel [1+1] Schiff base macrocyclic compound 3 has been synthesized from the reaction of precursors 1,3-bis(3-amino-phenyl)-urea (1) with 1,3-bis(2-formylphenoxy)-2-propa-nol (2). The macrocycle 3 was characterized by 1H NMR, FT-IR, FABMS spectra and elemental analysis, and the crystal structure of 3 was determined by X-ray diffraction analy-sis. The results show that the macrocycle 3 displays a selective recognition ability for AcO- ion by the coordination reaction of 3 with a series of anions using UV-vis absorption spectra technique. Furthermore, the coordination reaction of 3 with AcO- ion was investigated via UV-Vis spectra, 1H NMR and the isothermal titration calorimeter (ITC) respectively. The stoichiometric ratio, the association constant (K) and the thermodynamic parameters (ΔrHm, ΔrSm and ΔrGm) of the coordination reaction were obtained.

Key words: Schiff base macrocycle, crystal structure, Urea, AcO-, recognition