Hydrogen-Transfer Reactions from Phenols to TEMPO Prefluorescent Probes in Micellar Systems
- 9 May 2008
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 10 (11), 2147-2150
- https://doi.org/10.1021/ol800446c
Abstract
A nitroxide prefluorescent probe has been used to evaluate local reactivity of antioxidants in micellar systems. An apparent rate constant that directly reflects the relevance of antioxidant hydrophobicity on the reaction toward nitroxide radicals has been defined. Dramatic increases in this parameter for quercetin are shown on moving from methanol to micellar media: 90 and 230 fold enhancements for SDS and Triton X100 micelles, respectively. This is a clear consequence of the favorable partition of reactants in the micelles.Keywords
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