IR spectroelectrochemistry as efficient technique for elucidation of reduction mechanism of chlorine substituted 1,10-phenanthrolines

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F20%3A00522241" target="_blank" >RIV/61388955:_____/20:00522241 - isvavai.cz</a>
Result on the web
<a href="http://hdl.handle.net/11104/0306764" target="_blank" >http://hdl.handle.net/11104/0306764</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jelechem.2020.113888" target="_blank" >10.1016/j.jelechem.2020.113888</a>

Result language
angličtina
Original language name
IR spectroelectrochemistry as efficient technique for elucidation of reduction mechanism of chlorine substituted 1,10-phenanthrolines
Original language description
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.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Project
<a href="/en/project/GA19-03160S" target="_blank" >GA19-03160S: Electrochemical study on new artificial enzymes and their role in sensing of neurotransmitters</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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