Reactions of Nitrones with Free Radicals. II. Formation of Nitroxides
- 1 March 1970
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 43 (3) , 860-863
- https://doi.org/10.1246/bcsj.43.860
Abstract
Reactions of N-t-butylaldonitrones with free radicals gave stable nitroxides, one of which was isolated in pure state. The stability of the nitroxides was explained by the steric effect around the nitrogen and α-carbon atoms. In the reaction of 5,5-dimethyl-Δ1-pyrroline N-oxide with AIBN, nitroxide was detected by ESR technique, and 1,3-adduct and ketonitrone were isolated from the reaction mixture. From the results, it was confirmed that nitroxide is the intermediate of the 1,3-adduct formation and that a radical first adds to the carbon atom and then adds to the oxygen atom of the nitrones.Keywords
This publication has 12 references indexed in Scilit:
- Reactions of Nitrones with Free Radicals. I. Radical 1,3-Addition to NitronesBulletin of the Chemical Society of Japan, 1970
- Thermal decomposition of .alpha.,.alpha.-diphenyl-N-benzhydrylnitrone electron paramagnetic resonance measurementsJournal of the American Chemical Society, 1969
- Detection and identification of short-lived free radicals by an electron spin resonance trapping techniqueJournal of the American Chemical Society, 1968
- Novel Formation of Nitroxide Radicals by Radical Addition to NitronesBulletin of the Chemical Society of Japan, 1967
- Novel Radical 1,3-Addition to NitronesBulletin of the Chemical Society of Japan, 1967
- A New Stable Radical, Bis(trifluoromethyl) Nitroxide1Journal of the American Chemical Society, 1965
- Stable Nitroxide RadicalsNature, 1964
- Organic radical reactions involving no free valenceTetrahedron, 1964
- Electron Paramagnetic Resonance Studies of Unstable Free Radicals in the Reaction of t-Butyl Hydroperoxides and AlkylaminesJournal of the American Chemical Society, 1961
- A NEW STABLE FREE RADICAL: DI-t-BUTYLNITROXIDEJournal of the American Chemical Society, 1961