Electrochemical Reduction of 2-Substituted Quinoxalines in Aprotic Medium and in Conditions of Protonation

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Electrochemical Reduction of 2-Substituted Quinoxalines in Aprotic Medium and in Conditions of Protonation. / Tsmokalyuk, Anton ; Mozharovskaia, Polina ; Belina, Ekaterina et al.
In: Analytical and Bioanalytical Electrochemistry, Vol. 15, No. 3, 2023, p. 184-197.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{9d165f173977430ba82497981bb7b30e,

title = "Electrochemical Reduction of 2-Substituted Quinoxalines in Aprotic Medium and in Conditions of Protonation",

abstract = "The present work is devoted to the electrochemical reduction study of presumably biologically active 2-substituted quinoxaline derivatives. In this work, two new quinoxaline derivatives are presented. The electrochemical behavior of this compound in an aprotic medium and while its protonating was investigated via a voltammetric method. Using computational methods, the localization of the reduction centres depending on the compound{\textquoteright}s structure was determined. The EPR spectra data obtained by electrochemical generation reduction product proved that the studied quinoxaline{\textquoteright}s electroconversion occurs with radical anion formation. The linear correlation between the reduction potential of studied compounds and energy of their affinity to the electron was found (R2 = 0.933). This confirms the single reduction mechanism of radical nature for the entire series of studied 2-substituted quinoxaline derivatives. Based on that, the electron-accepting ability of these compounds was compared in order to evaluate their possible bioactivity and to select the most perspective ones among them for further research. {\textcopyright} 2023 by CEE (Center of Excellence in Electrochemistry).",

author = "Anton Tsmokalyuk and Polina Mozharovskaia and Ekaterina Belina and Ivan Balin and Emilia Nosova and Anatoly Matern and Alisa Kozitsina",

note = "This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-29-08015mk).",

year = "2023",

doi = "10.22034/abec.2023.703900",

language = "English",

volume = "15",

pages = "184--197",

journal = "Analytical and Bioanalytical Electrochemistry",

issn = "2008-4226",

publisher = "University of Tehran",

number = "3",

}

RIS

TY - JOUR

T1 - Electrochemical Reduction of 2-Substituted Quinoxalines in Aprotic Medium and in Conditions of Protonation

AU - Tsmokalyuk, Anton

AU - Mozharovskaia, Polina

AU - Belina, Ekaterina

AU - Balin, Ivan

AU - Nosova, Emilia

AU - Matern, Anatoly

AU - Kozitsina, Alisa

N1 - This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-29-08015mk).

PY - 2023

Y1 - 2023

N2 - The present work is devoted to the electrochemical reduction study of presumably biologically active 2-substituted quinoxaline derivatives. In this work, two new quinoxaline derivatives are presented. The electrochemical behavior of this compound in an aprotic medium and while its protonating was investigated via a voltammetric method. Using computational methods, the localization of the reduction centres depending on the compound’s structure was determined. The EPR spectra data obtained by electrochemical generation reduction product proved that the studied quinoxaline’s electroconversion occurs with radical anion formation. The linear correlation between the reduction potential of studied compounds and energy of their affinity to the electron was found (R2 = 0.933). This confirms the single reduction mechanism of radical nature for the entire series of studied 2-substituted quinoxaline derivatives. Based on that, the electron-accepting ability of these compounds was compared in order to evaluate their possible bioactivity and to select the most perspective ones among them for further research. © 2023 by CEE (Center of Excellence in Electrochemistry).

AB - The present work is devoted to the electrochemical reduction study of presumably biologically active 2-substituted quinoxaline derivatives. In this work, two new quinoxaline derivatives are presented. The electrochemical behavior of this compound in an aprotic medium and while its protonating was investigated via a voltammetric method. Using computational methods, the localization of the reduction centres depending on the compound’s structure was determined. The EPR spectra data obtained by electrochemical generation reduction product proved that the studied quinoxaline’s electroconversion occurs with radical anion formation. The linear correlation between the reduction potential of studied compounds and energy of their affinity to the electron was found (R2 = 0.933). This confirms the single reduction mechanism of radical nature for the entire series of studied 2-substituted quinoxaline derivatives. Based on that, the electron-accepting ability of these compounds was compared in order to evaluate their possible bioactivity and to select the most perspective ones among them for further research. © 2023 by CEE (Center of Excellence in Electrochemistry).

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UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=000964262300002

U2 - 10.22034/abec.2023.703900

DO - 10.22034/abec.2023.703900

M3 - Article

VL - 15

SP - 184

EP - 197

JO - Analytical and Bioanalytical Electrochemistry

JF - Analytical and Bioanalytical Electrochemistry

SN - 2008-4226

IS - 3

ER -

ID: 37830900