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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Projekt

<a href="/cs/project/GA19-03160S" target="_blank" >GA19-03160S: Elektrochemická studie nových umělých enzymů a jejich role v analýze neurotransmiterů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2020

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Electroanalytical Chemistry

ISSN

1572-6657

e-ISSN

—

Svazek periodika

859

Číslo periodika v rámci svazku

FEB 2020

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

10

Strana od-do

113888

Kód UT WoS článku

000521509300036

EID výsledku v databázi Scopus

2-s2.0-85078398228