<p>In this study, we report the synthesis and photophysical evaluation of hydrazone 7 and azo 9 compounds of a thiazolo[3,2-<i>a</i>] indole derivative 5; latter synthesized as per our earlier report. Of the two compounds, the azo compound 9 showed exceptional selectivity and sensitivity as a dual sensor for detecting Fe<sup>2+</sup> and Cu<sup>2+</sup> ions via a turn-off fluorescence mechanism with limit of detection 0.09 µM and 0.14 µM respectively which are much lower than the US Environmental Protection Agency (EPA) guideline, 5.36 µM for Fe<sup>2+</sup> and WHO guideline, 31.5 µM for Cu<sup>2+</sup> in the drinking water. DFT calculations revealed that both Fe<sup>2+</sup> and Cu<sup>2+</sup> complexes with compound 9, and possess low HOMO-LUMO gap of 1.63&#xa0;eV and 2.94&#xa0;eV respectively. The binding stoichiometry for both metals was determined to be 1:1 by Job’s plot. Stern-Volmer plot (plotted after applying correction to emission intensity), which showed a linear pattern, and fluorescence lifetime measurements indicated primarily a static quenching mechanism for both ions. The chemosensor 9 demonstrated exceptional reversibility and restorability in detecting both Fe<sup>2+</sup> and Cu<sup>2+</sup>, highlighting its potential for practical applications.</p>

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Dual Metal Ion Sensing by an Azo Compound Derived from Thiazolo[3,2-a] Indole: A Selective and Sensitive Approach

  • Haitham K.R. Al-Sharifi,
  • C. B. Meenakshy,
  • K. S. Sandhya,
  • Ani Deepthi

摘要

In this study, we report the synthesis and photophysical evaluation of hydrazone 7 and azo 9 compounds of a thiazolo[3,2-a] indole derivative 5; latter synthesized as per our earlier report. Of the two compounds, the azo compound 9 showed exceptional selectivity and sensitivity as a dual sensor for detecting Fe2+ and Cu2+ ions via a turn-off fluorescence mechanism with limit of detection 0.09 µM and 0.14 µM respectively which are much lower than the US Environmental Protection Agency (EPA) guideline, 5.36 µM for Fe2+ and WHO guideline, 31.5 µM for Cu2+ in the drinking water. DFT calculations revealed that both Fe2+ and Cu2+ complexes with compound 9, and possess low HOMO-LUMO gap of 1.63 eV and 2.94 eV respectively. The binding stoichiometry for both metals was determined to be 1:1 by Job’s plot. Stern-Volmer plot (plotted after applying correction to emission intensity), which showed a linear pattern, and fluorescence lifetime measurements indicated primarily a static quenching mechanism for both ions. The chemosensor 9 demonstrated exceptional reversibility and restorability in detecting both Fe2+ and Cu2+, highlighting its potential for practical applications.