Oxidations by a 4a-hydroperoxyisoalloxazine hindered in the 9a and 10a positions
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 20,p. 896-897
- https://doi.org/10.1039/c39790000896
Abstract
The rates and products of oxidation of thioxan, NN-dimethylaniline, and 2,6-di-t-butyl-4-methylphenolate effected by the hindered N10-(2′,6′-dimethylphenyl)-N5-ethyl-4a-hydroperoxy-3-methyl-4a,5-dihydroisoalloxazine are comparable to the same reactions effected by the unhindered 4a-hydroperoxy-5-ethyl-3-methylumiflavin; this makes it highly unlikely that rearrangement of the 4a-hydroperoxyflavin to a 9a- or 10a-substituted isoalloxazine is required as an explanation for the oxygen transfer potential of the former.Keywords
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