Antiradical activity of dioxolane derivatives

1,3-Benzodioxoles synthesized by condensation of 3,6-di- tert -butylbenzene-1,2-diol with carbonyl compounds showed antiradical activity due to their ability to undergo one-electron oxidation with formation of stable radical cations. On this basis, the antiknock effect of their structural analogs, 1...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2013-03, Vol.49 (3), p.446-449
Main Authors: Vol’eva, V. B., Belostotskaya, I. S., Komissarova, N. L., Malkova, A. V., Pokholok, T. V., Davydov, E. Ya
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Organic Chemistry
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Summary:1,3-Benzodioxoles synthesized by condensation of 3,6-di- tert -butylbenzene-1,2-diol with carbonyl compounds showed antiradical activity due to their ability to undergo one-electron oxidation with formation of stable radical cations. On this basis, the antiknock effect of their structural analogs, 1,3-dioxolanes derived from vicinal diols, was interpreted in terms of oxidation of these compounds with active radicals generated from fuel hydrocarbons to produce more stable radical or radical ion species, depending on the fuel composition. The formation of radical species was detected in model oxidation reactions of 2,2-dimethyl-1,3-dioxolane and 2,2-dimethyl-1,3-dioxolan-4-ylmethanol with radicals generated by photolysis of iron(III) chloride and benzoyl peroxide.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428013030226