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Thiophenols, Promising Scavengers of Peroxyl Radicals: Mechanisms and kinetics
Author(s) -
CarreonGonzalez Mirzam,
VivierBunge Annik,
AlvarezIdaboy Juan Raul
Publication year - 2019
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.25862
Subject(s) - chemistry , hydroperoxyl , radical , photochemistry , reaction rate constant , reactivity (psychology) , electron transfer , kinetics , aqueous solution , density functional theory , biomolecule , computational chemistry , organic chemistry , medicine , biochemistry , physics , alternative medicine , pathology , quantum mechanics
The activity of 12 thiophenols as primary antioxidants in aqueous solution has been studied using density functional theory. Twelve different substituted thiophenols were tested as peroxyl radicals scavengers. Single electron transfer (SET) and formal hydrogen transfer (FHT) were investigated. The SET mechanism was found to be the main mechanism, with rate constants that are close to the diffusion limit, which means that these thiophenolic compounds have the capacity to scavenge peroxyl radicals before they can damage biomolecules. All 12 thiophenolic compounds react faster with methylperoxyl than with hydroperoxyl radicals. In addition, it was found that pH plays an important role in the reactivity of these compounds. © 2019 Wiley Periodicals, Inc.