Preparation of unstable quinones in aqueous solution via pulse radiolytic one-electron oxidation of dihydroxybenzenes
作者： Edward J. Land
DOI: 10.1039/FT9938900803
关键词: Radiolysis 、 Aqueous solution 、 Photochemistry 、 Disproportionation 、 Hydroquinone 、 Organic chemistry 、 Radical 、 Reaction intermediate 、 Chemistry 、 Quinone 、 Catechol
摘要: The stoichiometry of the reactions semiquinones resulting from one-electron oxidation various dihydroxybenzenes is examined. It verified that hydroquinone and catechol disproportionate completely to give p-benzoquinone o-benzoquinone, respectively. With resorcinol, however, corresponding semioxidised radical reaction different, giving unstable dimers which subsequently rearrange tetrahydroxybiphenyls.The usefulness followed by o-semiquinone disproportionation as a means preparing biologically important o-quinones exemplified three new examples: (1) o-quinone oestradiol may have melanocytotoxic properties; (2) salsolinol whose oxidative metabolites be responsible for neuronal damage in alcoholism (3)o-quinone tetrahydropapaveroline metabolism play role both alcohol addiction Parkinson's disease.
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