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Concentration-dependent HAT/ET mechanism of the reaction of phenols with 2,2-diphenyl-1-picrylhydrazyl (dpph˙) in methanol

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dc.abstract.enThe reaction of a 2,2-diphenyl-1-picrylhydrazyl radical (dpph˙) with phenols carried out in alcohols is a frequently used assay for estimation of the antiradical activity of phenolic compounds. The rates of reactions of dpph˙ with five phenols (ArOH: unsubstituted phenol, 4-hydroxyacetophenone, two calix[4]resorcinarenes and baicalein) measured in methanol indicate the different kinetics of the process for very diluted phenols compared to their non-diluted solutions. This effect was explained as dependent on the ratio [ArO−]/[ArOH] and for diluted ArOH corresponds to an increased contribution of much faster electron transfer (ET, ArO−/dpph˙) over the Hydrogen Atom Transfer (HAT, ArOH/dpph˙). Simplified analysis of the reaction kinetics resulted in estimation of kET/kHAT ratios for each studied ArOH, and in calculation of the rate constants kET. Described results are cautionary examples of how the concentration of a phenol might change the reaction mechanism and the overall kinetics of the observed process.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorKonopko, Adrian
dc.contributor.authorLitwinienko, Grzegorz
dc.contributor.authorPrzybylski, Paweł
dc.contributor.authorŁętowski, Adam
dc.contributor.authorJodko-Piórecka, Katarzyna
dc.date.accessioned2024-01-24T19:52:53Z
dc.date.available2024-01-24T19:52:53Z
dc.date.copyright2022-03-15
dc.date.issued2022
dc.description.accesstimeAT_PUBLICATION
dc.description.financeŚrodki finansowe, o których mowa w art. 365 pkt. 2 ustawy
dc.description.number13
dc.description.versionFINAL_PUBLISHED
dc.description.volume12
dc.identifier.doi10.1039/D2RA01033J
dc.identifier.issn2046-2069
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/103493
dc.identifier.weblinkhttp://pubs.rsc.org/en/content/articlepdf/2022/RA/D2RA01033J
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofRSC Advances
dc.relation.pages8131-8136
dc.rightsCC-BY
dc.sciencecloudnosend
dc.titleConcentration-dependent HAT/ET mechanism of the reaction of phenols with 2,2-diphenyl-1-picrylhydrazyl (dpph˙) in methanol
dc.typeJournalArticle
dspace.entity.typePublication