Acid-catalyzed rearrangement of the exo-1,2-dioxetane derivative from 1-isopropylidene-4,4-diphenyl-2,5-cyclohexadiene.
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概要
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It is shown that acid-catalyzed decomposition of the 1,2-dioxetane derivative, 3,3-dimethyl-7,7-diphenyl-1-2-dioxaspiro[3.5]nona-5,8-diene, obtained from 1-isopropylidene-4,4-diphenyl-2,5-cyclohexadiene, gives 1-methyl-1-(<I>o</I>-terphenyl-4′-yl)ethyl hydroperoxide, bis[1-methyl-1-(<I>o</I>-terphenyl-4′-yl)ethyl] peroxide, 1-(1-hydroperoxy-1-methylethyl)-4,4-diphenylcyclohexa-2,5-dien-1-ol, and <I>o</I>-terphenyl-4′-ol, along with the usual dioxetane-scission product, 4,4-diphenyl-2,5-cyclohexadienone. The distribution and yield of these products depend on acidic agents and/or conditions employed.
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