The Synthesis and Oxidation of 4-(<I>N</I>-Arylmethylideneamino)-2,6-di-<I>t</I>-butylphenols
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4-(<I>N</I>-Arylmethylideneamino)-2,6-<I>t</I>-butylphenols (I) were synthesized through the condensation of 4-amino-2,6-di-<I>t</I>-butylphenol hydrochloride and arylaldehydes, and the infrared and electronic spectra of phenols (I) were discussed. The oxidation of phenol (I) with lead dioxide gave a stable phenoxyl radical (II) in solution, and 4,4′-bis[4-(<I>N</I>-arylmethylideneamino)-2,6-di-<I>t</I>-butyl-2,5-cyclohexadien-1-one] (III) was isolated as a crystalline oxadation product, which was in equilibrium with the radical (II) in solution.
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