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Journal of Fluorescence

, Volume 23, Issue 1, pp 21–29 | Cite as

Study on the Selectivity of Anion Receptors Based on Similar (thio)urea Fragments

  • Weiwei Huang
  • Zhongyue Yang
  • Hai Lin
  • Huakuan Lin
ORIGINAL PAPER

Abstract

Three new selective anion receptors containing the (thio)urea binding sites were developed, Indole-3-formaldehyde phenyl-semithiocarbazone, Indole-3-formaldehyde nitrophenyl-semithiocarbazone, and Indole-3-formaldehyde nitrophenyl-semicarbazone, nominated as receptors 1, 2 and 3, respectively. Receptor 1 shows high selective recognition for F only, while both receptor 2 and receptor 3 containing a p-nitro group show high selective recognition for AcO. The high selective recognition of these receptors to anions is further investigated by X-ray crystallography diffraction, UV-vis, fluorescence analyses and 1H NMR. Furthermore, receptor 2 changes from yellow to orange, and receptor 3 darkens when acetate is added, providing a way of detection by ‘naked-eye’.

Keywords

Fluoride ion Acetate Anion recognition Colorimetric Naked-eye 

Notes

Acknowledgments

This project was supported by the National Natural Science Foundation of China (20371028, 20671052).

Supplementary material

10895_2012_1110_MOESM1_ESM.doc (157 kb)
ESM 1 (DOC 157 kb)

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Copyright information

© Springer Science+Business Media, LLC 2012

Authors and Affiliations

  • Weiwei Huang
    • 1
  • Zhongyue Yang
    • 2
  • Hai Lin
    • 3
  • Huakuan Lin
    • 2
  1. 1.Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), Chemistry CollegeNankai UniversityTianjinPeople’s Republic of China
  2. 2.Department of ChemistryNankai UniversityTianjinPeople’s Republic of China
  3. 3.Key Laboratory of Functional Polymer Materials of Ministry of EducationNankai UniversityTianjinPeople’s Republic of China

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