Chinese Journal of Organic Chemistry >
Synthesis, Structures of Macrocyclic Compounds Containing Imide Skeleton and the Study on Recognition for F- Ion
Received date: 2013-07-21
Revised date: 2013-09-27
Online published: 2013-10-31
Supported by
Project supported by the National Natural Science Foundation of China (No. 21061003) and the International Cooperation Foundation of Guizhou Province [No. (2009)700104].
A novel [1+1] Schiff base macrocyclic compound 3 has been synthesized from precursors N,N'-(2-amino- phenyl)pyridine-2,6-dicarboxamide (1) and 1,2-bis(2'-formacylphenoxy)tetrane (2) via condensation in the presence of the phosphoric acid. Furthermore the macrocycle 3 was reduced to the corresponding saturated macrocycle 4. Both macrocycles were characterized by 1H NMR, IR, MS and elemental analysis. The crystal structure of 3 was determined by X-ray diffraction analysis. The result reveals that the macrocycle 3 exhibits twisted to “figure eight” conformation. The results show that the macrocycle 3 displays a selective recognition ability for F- ion by the both macrocycles with a series of anions using UV-vis absorption spectra technique. The stoichiometric ratio and the stability constant of the coordination reaction were determined.
Key words： macrocyclic compound; synthesis; crystal structure; recognition
Wang Fangfang , Ou Min , Deng Yaxin , Ran Xu , Zhang Qilong , Zhu Bixue . Synthesis, Structures of Macrocyclic Compounds Containing Imide Skeleton and the Study on Recognition for F- Ion[J]. Chinese Journal of Organic Chemistry, 2014 , 34(2) : 334 -339 . DOI: 10.6023/cjoc201307033
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