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Spin trapping of sterically unhindered phenoxyl radicals with nitrosobenzene and nitrosodurene
Author(s) -
Omelka Ladislav,
Kováčová Jana
Publication year - 1994
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260320905
Subject(s) - nitrosobenzene , chemistry , radical , photochemistry , electron paramagnetic resonance , spin trapping , phenoxazine , steric effects , adduct , organic chemistry , nuclear magnetic resonance , phenothiazine , catalysis , medicine , physics , pharmacology
Unhindered phenols were oxidized with PbO 2 in the presence of nitrosobonzene and nitrosodurene. The phenoxyl radicals generated are trapped in their resonance form as ortho ‐carbon‐centred radicals. Depending on the substitution of the spin trap, two types of aminoxyl radicals are formed. Stable diarylaminoxyls are the final products of the spin‐trapping reaction with nitrosodurene. The adducts of the ortho ‐carbon‐centred phenoxyl radicals with nitrosobenzene are rapidly rearranged to the phenoxazine‐10‐oxyl radicals, the only radical products observed. Some exceptions to this rule are discussed. Radical products were characterized by their EPR parameters.