Persistent nitrogen-centered free radicals, N-(arylthio)-3,5-di-t-butylphenylaminyls. The reactions with phenols.
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概要
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The reactions of <I>N</I>-(4-chlorophenylthio)-3,5-di-<I>t</I>-butylphenylaminyl (<B>1</B>) with phenols were examined. The reaction with 2,6-dimethyl- and di-<I>t</I>-butylphenols gave 2,6-dimethyl- and di-<I>t</I>-butyl-<I>p</I>-benzoquinone 3,5-di-<I>t</I>-butylphenylimines, respectively, in excellent yields. In the reaction with unsubstituted phenol, 2,6-bis[<I>N</I>-(4-chlorophenylthio)-3,5-di-<I>t</I>-butylphenylamino]-<I>p</I>-benzoquinone 3,5-di-<I>t</I>-butylphenylimine was obtained in 32–56% yields. On the other hand, the reactions with <I>p</I>-substituted phenols such as <I>p</I>-cresol, <I>p</I>-<I>t</I>-butylphenol, and 2,4-di-<I>t</I>-butylphenol, gave phenols which were substituted by <B>1</B> at the <I>ortho</I>-positions to the OH group. Furthermore, the reactions with <I>o</I>-cresol, 2,6-di-<I>t</I>-butyl-<I>p</I>-cresol, and 1-naphthol were examined. On the basis of these results, plausible mechanisms for the reactions are presented.
- 公益社団法人 日本化学会の論文
著者
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Kinoshita Masayoshi
Department Of Bioapplied Chemistry Faculty Of Engineering Osaka City University
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MIURA Yozo
Department of Appleid Chemistry, Faculty of Engineering, Osaka City University
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Yamamoto Akifumi
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
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Kinoshita Masayoshi
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
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