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Unexpected selectivity of a thioacetal-functionalized carbazole fluorophore toward Fe3+ ions in solution
Fatma Sezer1, Ahmet Battal2, Nuray Altinolcek Gultekin1
1Department of Chemistry, Faculty of Science-Art, Bursa Uludağ University, 16059, Nilufer, Bursa, Türkiye.
Abstract:
A novel thioacetal-containing carbazole-based fluorescent sensor, 3-(5-(1,3-dithiolane-2-yl)pyridin-2-yl)-9-hexylcarbazole (probe F), was synthesized for the first time and exhibited remarkable and unexpected selectivity toward Fe3+ ions. Probe F showed a detection limit of 0.9 nM and retained its selectivity in the presence of competing analytes. Job's plot revealed a 1:1 binding stoichiometry, while HRMS and DFT studies indicated that both FeN and FeS coordination modes are feasible, with sulphur coordination being thermodynamically favoured under the experimental conditions. Practical application studies with satisfactory recovery values demonstrated the potential of probe F for Fe3+ detection.
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