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Spin trapping of sterically unhindered phenoxyl radicals with nitrosobenzene and nitrosodurene

✍ Scribed by Ladislav Omelka; Jana Kováčová


Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
437 KB
Volume
32
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

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.


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