NDLI: Preparation of unstable quinones in aqueous solution via pulse radiolytic one-electron oxidation of dihydroxybenzenes

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Book reviews ( Journal of the Chemical Society, Faraday Transactions Vol - 89 Issue - 5 )

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Journal of the Chemical Society, Faraday Transactions Vol - 89 Issue - 4

Journal of the Chemical Society, Faraday Transactions Vol - 89 Issue - 3

Preparation of unstable quinones in aqueous solution via pulse radiolytic one-electron oxidation of dihydroxybenzenes

Content Provider	Royal Society of Chemistry (RSC)
Author	Land, Edward J.
Copyright Year	1993
Abstract	The stoichiometry of the reactions of semiquinones resulting from the one-electron oxidation of various dihydroxybenzenes is examined. It is verified that the semiquinones of hydroquinone and catechol disproportionate completely to give p-benzoquinone and o-benzoquinone, respectively. With resorcinol, however, the corresponding semioxidised radical reaction is different, giving unstable dimers which subsequently rearrange to tetrahydroxybiphenyls.The usefulness of catechol one-electron oxidation followed by o-semiquinone disproportionation as a means of preparing biologically important unstable o-quinones is exemplified by three new examples: (1) The o-quinone of oestradiol which may have melanocytotoxic properties; (2) the o-quinone of salsolinol whose oxidative metabolites may be responsible for neuronal damage in alcoholism and (3)o-quinone of tetrahydropapaveroline whose oxidative metabolism may play a role in both alcohol addiction and Parkinson's disease.
Starting Page	803
Ending Page	810
Page Count	8
File Format	PDF
ISSN	09565000
Volume Number	89
Issue Number	5
Journal	Journal of the Chemical Society, Faraday Transactions
DOI	10.1039/FT9938900803
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Hydroquinone Stoichiometry Disproportionation Quinone Alcoholism Tetrahydropapaveroline Catechol Metabolism Estradiol 1,4-Benzoquinone Resorcinol
Content Type	Text
Resource Type	Article
Subject	Physical and Theoretical Chemistry

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