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A colorimetric F− chemosensor with high selectivity: experimental and theoretical studies

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Abstract

A new and simple colorimetric receptor 1, based on the combination of 2-amino-4-methylphenol moiety and julolidine moiety, has been designed and synthesized. 1 showed a selective colorimetric sensing ability toward F− ion by changing color from yellow to orange, and could be utilized to monitor F− without any inhibition by competitive anions such as CH3COO− and CN−. Based on Job plot, ESI-mass spectrometry and the 1H NMR titration, the binding mode of 1 for F− was proposed to be 1:1. Moreover, the sensing mechanism for F− was theoretically supported by DFT and TD-DFT calculations.

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Acknowledgments

Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF-2014R1A2A1A11051794 and NRF-2015R1A2A2A09001301) are gratefully acknowledged.

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Authors and Affiliations

  1. Nowon Institute of Education for the Gifted at Seoultech, Seoul National University of Science and Technology, Seoul, 139-743, Korea

    Hyoung Ha Ryu, Yun Jung Lee, So Eun Kim & Cheal Kim

  2. Department of Fine Chemistry, Seoul National University of Science and Technology, Seoul, 139-743, Korea

    Tae Geun Jo & Cheal Kim

  3. Department of Interdisciplinary Bio IT Materials, Seoul National University of Science and Technology, Seoul, 139-743, Korea

    Tae Geun Jo & Cheal Kim

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  1. Hyoung Ha Ryu
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  2. Yun Jung Lee
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Correspondence to Tae Geun Jo or Cheal Kim.

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Ryu, H.H., Lee, Y.J., Kim, S.E. et al. A colorimetric F− chemosensor with high selectivity: experimental and theoretical studies. J Incl Phenom Macrocycl Chem 86, 111–119 (2016). https://doi.org/10.1007/s10847-016-0646-8

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