Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study
2023
Authors
Mašulović, AleksandraLović, Jelena D.
Lađarević, Jelena
Vitnik, Vesna
Vitnik, Željko
Avramov Ivić, Milka
Mijin, Dušan
Article (Published version)
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Show full item recordAbstract
In this work, the electrooxidation ability of nine pyridones was evaluated using cyclic(CV) and square-wave voltammetry (SWV) in Britton–Robinson (BR) aqueous buffer solutions on aglassy carbon electrode (GC). The dependence of electrochemical activity on pyridone structure waselucidated by means of experimentally obtained spectra and quantum chemical calculations. Firstly, itwas shown that electrochemical activity is determined by the –OH group as a substituent in position6 of the pyridone ring. By coupling the experimentally obtained UV-Vis spectra and DFT calculations,the most stable forms, both protonated and deprotonated, were defined. The calculated values areconsistent with the electrochemical behavior observed, indicating that the deprotonated anionic formwas the most electrochemically active. Moreover, the impact of the substituent in position 3 of thepyridone scaffold was discussed
Keywords:
2-pyridones / cyclic voltammetry / square-wave voltammetry / DFT calculations / electrooxidationSource:
Applied Sciences, 2023, 13, 18, 10276-Publisher:
- MDPI
Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) (RS-MESTD-inst-2020-200026)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200287 (Innovation Center of the Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200287)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200135 (University of Belgrade, Faculty of Technology and Metallurgy) (RS-MESTD-inst-2020-200135)
DOI: 10.3390/app131810276
ISSN: 2076-3417
WoS: 001071160400001
Scopus: 2-s2.0-85172989251
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/6601http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6686
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Institution/Community
Inovacioni centarTY - JOUR AU - Mašulović, Aleksandra AU - Lović, Jelena D. AU - Lađarević, Jelena AU - Vitnik, Vesna AU - Vitnik, Željko AU - Avramov Ivić, Milka AU - Mijin, Dušan PY - 2023 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/6601 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6686 AB - In this work, the electrooxidation ability of nine pyridones was evaluated using cyclic(CV) and square-wave voltammetry (SWV) in Britton–Robinson (BR) aqueous buffer solutions on aglassy carbon electrode (GC). The dependence of electrochemical activity on pyridone structure waselucidated by means of experimentally obtained spectra and quantum chemical calculations. Firstly, itwas shown that electrochemical activity is determined by the –OH group as a substituent in position6 of the pyridone ring. By coupling the experimentally obtained UV-Vis spectra and DFT calculations,the most stable forms, both protonated and deprotonated, were defined. The calculated values areconsistent with the electrochemical behavior observed, indicating that the deprotonated anionic formwas the most electrochemically active. Moreover, the impact of the substituent in position 3 of thepyridone scaffold was discussed PB - MDPI T2 - Applied Sciences T1 - Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study IS - 18 SP - 10276 VL - 13 DO - 10.3390/app131810276 ER -
@article{ author = "Mašulović, Aleksandra and Lović, Jelena D. and Lađarević, Jelena and Vitnik, Vesna and Vitnik, Željko and Avramov Ivić, Milka and Mijin, Dušan", year = "2023", abstract = "In this work, the electrooxidation ability of nine pyridones was evaluated using cyclic(CV) and square-wave voltammetry (SWV) in Britton–Robinson (BR) aqueous buffer solutions on aglassy carbon electrode (GC). The dependence of electrochemical activity on pyridone structure waselucidated by means of experimentally obtained spectra and quantum chemical calculations. Firstly, itwas shown that electrochemical activity is determined by the –OH group as a substituent in position6 of the pyridone ring. By coupling the experimentally obtained UV-Vis spectra and DFT calculations,the most stable forms, both protonated and deprotonated, were defined. The calculated values areconsistent with the electrochemical behavior observed, indicating that the deprotonated anionic formwas the most electrochemically active. Moreover, the impact of the substituent in position 3 of thepyridone scaffold was discussed", publisher = "MDPI", journal = "Applied Sciences", title = "Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study", number = "18", pages = "10276", volume = "13", doi = "10.3390/app131810276" }
Mašulović, A., Lović, J. D., Lađarević, J., Vitnik, V., Vitnik, Ž., Avramov Ivić, M.,& Mijin, D.. (2023). Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study. in Applied Sciences MDPI., 13(18), 10276. https://doi.org/10.3390/app131810276
Mašulović A, Lović JD, Lađarević J, Vitnik V, Vitnik Ž, Avramov Ivić M, Mijin D. Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study. in Applied Sciences. 2023;13(18):10276. doi:10.3390/app131810276 .
Mašulović, Aleksandra, Lović, Jelena D., Lađarević, Jelena, Vitnik, Vesna, Vitnik, Željko, Avramov Ivić, Milka, Mijin, Dušan, "Structure-Dependent Electrochemical Behavior of 2-Pyridone Derivatives: A Combined Experimental and Theoretical Study" in Applied Sciences, 13, no. 18 (2023):10276, https://doi.org/10.3390/app131810276 . .