Investigation of photolysis of o-nitrophenols by electron spin resonance spectroscopy. Characterisation of 1,2-benzoquinone monohydroxyimine free radicals

Robert G. Green, Leslie H. Sutcliffe, Peter N. Preston

Research output: Contribution to journalArticle

Abstract

The photolysis of tetrahydrofuran (THF) solutions containing o-nitrophenols and di-t-butyl peroxide (DTBP) has been examined by e.s.r. spectroscopy. In carefully degassed solutions a series of 1,2-benzoquinone monohydroxyimine free radicals are formed, the structures of which have been confirmed using an unambiguous synthesis by oxidation of appropriate nitrosophenols in a flow system. The origin of hyperfine splittings is such radicals has been evaluated. Structures are tentatively proposed for free radicals observed during the photolysis of inefficiently degassed THF solutions of o-nitrophenols and DTBP; the same radicals are obtained when analogous nitrosophenols are photolysed under identical conditions.

Original languageEnglish
Pages (from-to)1380-1384
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number13
Publication statusPublished - 1975

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