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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Oxidation of bisphenols. II. Some compounds related to galvinoxyl

SM Colegate and FR Hewgill

Australian Journal of Chemistry 33(2) 351 - 369
Published: 1980

Abstract

The oxidation of a series of 4,4'-alkylidenebis(2,6-di-t-butylphenols) having increasing substitution of the central methylene carbon by alkyl groups is examined. In the monosubstituted compounds the stability of the monophenoxy radical increases with increase in the size of the substituent, while the stability of the galvinoxyl type radical decreases. β-Coupled products are only obtained from the ethylidene bisphenol, a result that can be correlated with e.s.r. hyperfine splitting constants. With increasing mono- or di-substitution bisspiroperoxides become the preferred oxidation products. The e.s.r. spectrum of an ethylenebisgalvinoxyl biradical is described.

https://doi.org/10.1071/CH9800351

© CSIRO 1980

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