A study of the transformations of radicals during the oxidation of 2,6-DI-(1,1?-dimethylalkyl)-4-methylphenols

Brodskii, A.I.; Pokhodenko, V. D.; Ganyuk, L. N.

doi:10.1007/bf00746622

Cited by 1 publication

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“…tained when the oxidation of 2,6-di-i-amyl-4-methylphenol was carried out with peroxides, but lead dioxide oxidation reportedly gave the esr spectrum consistent with this radical (253). The formation of the benzyl radical was claimed to be confirmed by an examination of the changes in both esr and infrared spectra when deuterated IX • (deuterium in the 4-methyl group) was used (42). However, the finding that the product LVII • 2H contains deuterium in the hydroxyl groups Unlike the quinol ether dimer (19), this isomer presumably is more stable due to lack of steric crowding;…”

Section: Carbon-carbon Dimerizations Involving Amentioning

confidence: 97%

The Chemistry of Stable Phenoxy Radicals

Altwicker¹

1967

Chem. Rev.

265

189

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are closely related to phenoxy radicals but have a unique structural feature in that they are radical anions, will be mentioned only briefly. The chemistry of semiquinones has been the subject of an earlier review paper (202; for recent references cf. 58, 208, 313). Stable radicals based on polynuclear phenols (such as naphthols etc.) will be discussed.Electron spin resonance spectroscopy has contributed more than any other tool to the structural analysis of phenoxys and to the characterization of many new radicals. The results from esr work will be introduced where pertinent, but a detailed discussion of the many spectra that have been published is considered beyond the scope of this review. Excellent summaries of the esr method (232,325) and its application to phenoxy radicals have appeared (44,205).The literature has been reviewed through September 1966; a number of later references are included. III. Generation of Phenoxy RadicalsA.

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Section: Carbon-carbon Dimerizations Involving Amentioning

confidence: 97%