Formations and reactions of cation radicals from compounds possessing a p-dimethylaminophenyl group by reactions with o-sulfobenzoic anhydride.
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概要
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It was found that cation radicals were formed from a number of substrates bearing a <I>p</I>-dimethylaminophenyl group, such as <I>N</I>,<I>N</I>,<I>N</I>′,<I>N</I>′-tetramethyl-<I>p</I>-phenylenediamine (TMPD) and <I>N</I>,<I>N</I>,<I>N</I>′,<I>N</I>′-tetramethylbenzidine (TMB), by reactions with <I>o</I>-sulfobenzoic anhydride (<I>o</I>-AH). The systems, bis(<I>p</I>-dimethylaminophenyl)methane (BMM) and tris (<I>p</I>-dimethylaminophenyl) methane (TMM) with <I>o</I>-AH, gave their cations in the presence of oxygen, showing that the oxygen eliminates the hydrogen atoms of the cation radicals derived from BMM and TMM. The reactions of <I>N</I>,<I>N</I>-dimethylaniline (DMA) with <I>o</I>-AH gave rise to isolations of BMM and <I>N</I>-methylaniline, along with the formations of the cation radical of TMB and the crystal violet cation (TMM<SUP>+</SUP>). The mechanisms of the reactions are proposed.
- 公益社団法人 日本化学会の論文
著者
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Yamada Hirokazu
Institute Of Biological Sciences University Of Tsukuba
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Nagai Toshikazu
Institute Of Chemistry College Of General Education Osaka University
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Shingaki Tadao
Institute of Chemistry, College of General Education, Osaka University
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Yamada Hirokazu
Institute of Chemistry, College of General Education, Osaka University
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