Physico-Chemical Properties of bis -2-(2-Hydroxyphenyl)-thiazole-carboxamide (BHPTC) Chelators
Abstract
In this study, we investigate three members of the HPTC family -the monomeric ligand L¹ and the bipodal ligands L2E and L2A, HPTC = 2-(2-hydroxyphenyl)-thiazole-4-carboxamide-to elucidate their acido-basic behavior, photophysical characteristics, and metal-binding properties. Protonation studies revealed phenolate and carboxylate sites that significantly influence fluorescence responses, including tautomeric equilibria and ESIPT processes. L¹ forms mono-and bis-chelates with Fe(III) and Ni(II), while L2E and L2A yielded stable monochelates with Fe(III) and other divalent metal ions. Hydrolysis of ester functionalities in L2A markedly enhances Cu(II) complex stability relative to L2E. Electrochemical measurements on L¹ demonstrate strong Fe(III)/Fe(II) selectivity, and kinetic data support a dissociative ligand exchange mechanism limited by metal desolvation. Overall, the presence of carboxamide and carboxylate groups plays a pivotal role in tuning metal affinity and reactivity.
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BibTeX
@article{hmadeh2026physicochemical,
title = {{Physico-Chemical Properties of bis -2-(2-Hydroxyphenyl)-thiazole-carboxamide (BHPTC) Chelators}},
author = {Mohamad Hmadeh and Valérie Mazan and Françoise Hoegy and Carlos Platas-Iglesias and Gaëtan Mislin and Mourad Elhabiri and David Rodriguez-Lucena},
journal = {Inorganic Chemistry},
year = {2026},
month = oct,
doi = {10.1021/acs.inorgchem.5c05413},
url = {https://hal.science/hal-05839005v1},
note = {CC BY-NC-ND 4.0},
}
RIS
TY - JOUR
TI - Physico-Chemical Properties of bis -2-(2-Hydroxyphenyl)-thiazole-carboxamide (BHPTC) Chelators
AU - Mohamad Hmadeh
AU - Valérie Mazan
AU - Françoise Hoegy
AU - Carlos Platas-Iglesias
AU - Gaëtan Mislin
AU - Mourad Elhabiri
AU - David Rodriguez-Lucena
PY - 2026
DA - 2026/10/26
JO - Inorganic Chemistry
DO - 10.1021/acs.inorgchem.5c05413
UR - https://hal.science/hal-05839005v1
AB - In this study, we investigate three members of the HPTC family -the monomeric ligand L¹ and the bipodal ligands L2E and L2A, HPTC = 2-(2-hydroxyphenyl)-thiazole-4-carboxamide-to elucidate their acido-basic behavior, photophysical characteristics, and metal-binding properties. Protonation studies revealed phenolate and carboxylate sites that significantly influence fluorescence responses, including tautomeric equilibria and ESIPT processes. L¹ forms mono-and bis-chelates with Fe(III) and Ni(II), while L2E and L2A yielded stable monochelates with Fe(III) and other divalent metal ions. Hydrolysis of ester functionalities in L2A markedly enhances Cu(II) complex stability relative to L2E. Electrochemical measurements on L¹ demonstrate strong Fe(III)/Fe(II) selectivity, and kinetic data support a dissociative ligand exchange mechanism limited by metal desolvation. Overall, the presence of carboxamide and carboxylate groups plays a pivotal role in tuning metal affinity and reactivity.
SN - 0020-1669
SN - 1520-510X
ER -