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Abstract:
The design and synthesis of artificial receptors capable of binding and sensing anions have been widely explored in the field of host-guest chemistry. Herein, a series of acyclic ferrocene-based imidazolium receptors 3a~3e were designed and synthesized. All the receptors were prepared by reactions of 1-(ferrocenylmethylene)imidazole 1 with corresponding dibromides in solvent under refluxing, followed by anion exchanges with NH4PF6. The structures of all the products were determined by IR, 1H NMR, 13C NMR, MS and elemental analysis. The crystal structure 3e was confirmed by X-ray crystallography, and it was clear that molecules were linked by C-H…F hydrogen bonds interactions. The interaction between these receptors and various anions was studied by electrochemical measurements and 1H NMR spectroscopy. The receptors 3a~3e were proven to be highly selective and sensitive to F-. 1H NMR titrations demonstrated that the receptors and anions form 1:1 complex, and the receptors displayed a strong (C-H)+…X- in anion recognition. Receptor 3c was the most effective receptor to bind with fluoride ion compared to the others. © 2015 Chinese Chemical Society & SIOC, CAS.
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Chinese Journal of Organic Chemistry
ISSN: 0253-2786
Year: 2015
Issue: 5
Volume: 35
Page: 1090-1096
1 . 3 0 9
JCR@2015
1 . 8 0 0
JCR@2023
ESI HC Threshold:265
JCR Journal Grade:3
CAS Journal Grade:4
Cited Count:
SCOPUS Cited Count: 4
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 1
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