Kinetics of the oxidation of Quercetin by 2,2-Diphenyl-1-picrylhydrazyl (dpph•)

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DOIResolve DOI: http://doi.org/10.1021/ol2019086
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TypeArticle
Journal titleOrganic Letters
Volume13
Issue18
Pages48264829; # of pages: 4
AbstractIn methanol/water, dpph• bleaching (519 nm) by quercetin, QH₂, exhibits biphasic kinetics. The dpph• reacts completely with the quercetin anion within 100 ms. Subsequent slower bleaching involves solvent and QH₂ addition to quinoid products. The fast reaction is first-order in dpph• but only ca. 0.38 order in [QH₂]. This extraordinary nonintegral order is attributed to reversible formation of π-stacked {QH⁻/dpph•} complexes in which electron transfer to products, {QH•/dpph–}, is slow (kET ≈ 10⁵ s⁻¹).
Publication date
LanguageEnglish
AffiliationNational Institute for Nanotechnology; NRC Steacie Institute for Molecular Sciences; National Research Council Canada
Peer reviewedYes
NPARC number19739662
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Record identifier65ac7a4d-fd01-48f6-99f0-b565e4b6e465
Record created2012-04-02
Record modified2016-05-09
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