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

doi:10.6023/cjoc201605042

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

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含脲基Schiff碱大环合成、结构及其对阴离子的识别研究

张文龙, 陈冬梅, 刘兴丽, 黄超, 朱必学

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 E-mail:bxzhu@gzu.edu.cn
基金资助:
国家自然科学基金（No.21061003）、教育部春晖计划（No.Z2012054）资助项目.

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

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

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).

1. Synthesis, Structure and Anion Recognition of Urea-Functionalized Schiff Base Macrocyclic Compound.PDF(317KB)

Abstract

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 (Δ_rH_m, Δ_rS_m and Δ_rG_m) of the coordination reaction were obtained.

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

Cite this article

Zhang Wenlong, Chen Dongmei, Liu Xingli, Huang Chao, Zhu Bixue. Synthesis, Structure and Anion Recognition of Urea-Functionalized Schiff Base Macrocyclic Compound[J]. Chin. J. Org. Chem., 2017, 37(2): 474-479.

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含脲基Schiff碱大环合成、结构及其对阴离子的识别研究

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

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