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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 similar to 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, H-1 NMR, C-13 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 center dot center dot center dot F hydrogen bonds interactions. The interaction between these receptors and various anions was studied by electrochemical measurements and H-1 NMR spectroscopy. The receptors 3a similar to 3e were proven to be highly selective and sensitive to F-. H-1 NMR titrations demonstrated that the receptors and anions form 1 : 1 complex, and the receptors displayed a strong (C-H)(+)center dot center dot center dot X- in anion recognition. Receptor 3c was the most effective receptor to bind with fluoride ion compared to the others.
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CHINESE JOURNAL OF ORGANIC CHEMISTRY
ISSN: 0253-2786
CN: 31-1321/O6
Year: 2015
Issue: 5
Volume: 35
Page: 1090-1096
1 . 3 0 9
JCR@2015
1 . 8 0 0
JCR@2023
ESI Discipline: CHEMISTRY;
ESI HC Threshold:265
JCR Journal Grade:3
CAS Journal Grade:4
Cited Count:
WoS CC Cited Count: 4
SCOPUS Cited Count: 4
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 1
Affiliated Colleges: