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

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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’.

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Acknowledgments

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

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Authors and Affiliations

  1. Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), Chemistry College, Nankai University, Tianjin, 300071, People’s Republic of China

    Weiwei Huang

  2. Department of Chemistry, Nankai University, Tianjin, 300071, People’s Republic of China

    Zhongyue Yang & Huakuan Lin

  3. Key Laboratory of Functional Polymer Materials of Ministry of Education, Nankai University, Tianjin, 300071, People’s Republic of China

    Hai Lin

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  1. Weiwei Huang
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  2. Zhongyue Yang
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  4. Huakuan Lin
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Correspondence to Huakuan Lin.

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Huang, W., Yang, Z., Lin, H. et al. Study on the Selectivity of Anion Receptors Based on Similar (thio)urea Fragments. J Fluoresc 23, 21–29 (2013). https://doi.org/10.1007/s10895-012-1110-9

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  • DOI: https://doi.org/10.1007/s10895-012-1110-9

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