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IR spectroelectrochemistry as efficient technique for elucidation of reduction mechanism of chlorine substituted 1,10-phenanthrolines
- 1.0522241 - ÚFCH JH 2021 RIV CH eng J - Článek v odborném periodiku
Wantulok, J. - Degano, I. - Gál, M. - Nycz, J. E. - Sokolová, Romana
IR spectroelectrochemistry as efficient technique for elucidation of reduction mechanism of chlorine substituted 1,10-phenanthrolines.
Journal of Electroanalytical Chemistry. Roč. 859, FEB 2020 (2020), č. článku 113888. ISSN 1572-6657. E-ISSN 1873-2569
Grant CEP: GA ČR(CZ) GA19-03160S
Institucionální podpora: RVO:61388955
Klíčová slova: 1,10-Phenanthroline * Chromatography * IR spectroelectrochemistry * Reduction mechanism * UV–Vis spectroelectrochemistry
Obor OECD: Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)
Impakt faktor: 4.464, rok: 2020
Způsob publikování: Omezený přístup
The electrochemical behaviour of 4,7-dichloro-1,10-phenanthrolines was studied in non-aqueous solution using cyclic voltammetry, controlled potential electrolysis, in-situ UV–Vis and IR spectroelectrochemistry, and HPLC-DAD (HPLC with diode array detector) and HPLC-MS/MS techniques. The substitution of phenanthrolines at position C2 and C5 with methyl groups, chlorine and/or fluorine atoms influences the redox properties and the potential gap between the oxidation and reduction potentials. Reduction leads to the formation of a radical anion and the subsequent cleavage of halide from the molecule. Compounds containing also chlorine or fluorine atoms at position C5 were found to be the most easily reduced. The oxidation of 4,7-dichloro-1,10-phenanthrolines proceeds primarily on the conjugated aromatic rings of phenanthroline forming a short living radical cation at the first oxidation wave and a dication at the second oxidation wave. The changes of the absorption spectra during IR spectroelectrochemistry suggested the formation of an unstable species, whose dimeric structure was hypothesized. Frontier molecular orbitals calculations and theoretical calculations of IR spectra support the findings.
Trvalý link: http://hdl.handle.net/11104/0306764
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