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author:

Zhuo Jibin (Zhuo Jibin.) [1] | Yan Xiquan (Yan Xiquan.) [2] | Wang Xiaoxue (Wang Xiaoxue.) [3] | Xie Lili (Xie Lili.) [4] (Scholars:谢莉莉) | Yuan Yaofeng (Yuan Yaofeng.) [5] (Scholars:袁耀锋)

Indexed by:

Scopus SCIE PKU CSCD

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 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.

Keyword:

acyclic anion recognition ferrocene imidazolium synthesis

Community:

  • [ 1 ] [Zhuo Jibin]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 2 ] [Yan Xiquan]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 3 ] [Wang Xiaoxue]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 4 ] [Xie Lili]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 5 ] [Yuan Yaofeng]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China
  • [ 6 ] [Yuan Yaofeng]Fuzhou Univ, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350002, Peoples R China

Reprint 's Address:

  • 卓继斌

    [Zhuo Jibin]Fuzhou Univ, Coll Chem, Fuzhou 350116, Peoples R China

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Source :

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

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