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A rhodamine–bistriazole based fluorescent and colorimetric sensor containing a phenyl linker for Fe(III) detection

Abstract

A rhodamine-based fluorescent sensor bearing 1,2-phenylenediamine linked to a bistriazole moiety was designed and synthesized through the copper(I)-catalyzed click chemistry. The bistriazole-based sensor containing an aromatic linker was highly selective toward Fe3+, among other metal ions in MeCN/H2O (1:9 v/v, pH 7.0). Upon the addition of Fe3+, the solution of the sensor changed from colorless to pink and fluorescence emission increased 614-fold, visually observed within 5 min. For the titration experiments, the absorption and fluorescence intensity were distinctly enhanced with the increasing concentrations of Fe3+ and the limit of detection (LOD) was calculated to be 0.15 μM. The binding ratio of the sensor–Fe3+ complex was a 1:1 ratio, confirmed by the Job’s plot. Besides, the optimized condition of the sensor for Fe3+ recognition was investigated in a pH range of 5.0–7.0.

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Acknowledgements

This work was supported by the Faculty of Science and Technology, Rajamangala University of Technology Thanyaburi. We would like to thank the central instrumentation laboratory of Rajamangala University of Technology Thanyaburi for NMR facility.

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Correspondence to Kanokorn Wechakorn.

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Wechakorn, K., Chomngam, S., Eiamprasert, U. et al. A rhodamine–bistriazole based fluorescent and colorimetric sensor containing a phenyl linker for Fe(III) detection. Chem. Pap. 75, 883–892 (2021). https://doi.org/10.1007/s11696-020-01349-1

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  • DOI: https://doi.org/10.1007/s11696-020-01349-1

Keywords

  • Fluorescent sensor
  • Rhodamine
  • Bistriazole
  • Click chemistry
  • Fe3+