Dipicolylamine-Based Fluorescent Probes and Their Potential for the Quantification of Fe in Aqueous Solutions
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We have synthesized two ligand systems, N(SO)(R)dpa (L1) and N(SO)(R)dpa (L2), where R = biphenyl and R = azobenzene, which are sulfonamide derivatives of the NNN-donor chelating dipicolylamine. Both L1 and L2 can be used as sensors for detecting Fe and are highly sensitive and selective over a wide range of common cations. Time-dependent density functional theory (TDDFT) calculations confirmed that the key excitations of L2 and the [Fe(L2)(HO)] model complex involve -R-unit-based π and π* charge transfer. L2 demonstrates a relatively high photostability, a fluorescence turn-on mechanism, and a detection limit of 0.018 μM with 1.00 μM L2 concentration, whereas L1 has a detection limit of 0.67 μM. Thus, both ligands have the potential to be used as fluorosensors for the detection of Fe in aqueous solutions.
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PMID: 39945991 DOI: 10.1007/s10895-025-04183-4.
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