Homolytic aromatic substitution by iminyl radicals. Photolysis of aromatic ketone O-acyloximes in aromatic solvents.
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概要
- 論文の詳細を見る
Irradiation of benzophenone <I>O</I>-acetyloxime, <I>O</I>-phenylacetyloxime, <I>O</I>-benzoyloxime, and <I>O</I>-(<I>p</I>-chlorobenzoyl)oxime in benzene, toluene, chlorobenzene, or <I>o</I>-xylene effected aromatic substitution on the solvent molecules by diphenylmethaniminyl radicals to give <I>N</I>-diphenylmethylenearylamines only when benzoxyl or <I>p</I>-chlorobenzoxyl radicals were generated concurrently. A mechanism involving a participation of the sufficiently long-lived acyloxyl radicals is proposed for the iminylation reaction on the basis of the reactivity patterns in this substitution reaction. <I>o</I>-Phenylbenzophenone <I>O</I>-benzoyloxime was also photolyzed in benzene to give 9-phenylphenanthridine, the intramolecular cyclization product of 2-biphenylylphenylmethaniminyl radicals.
- 公益社団法人 日本化学会の論文
著者
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NISHIMURA Toshihiro
Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
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Sakuragi Hirochika
Department Of Chemistry University Of Tsukuba
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Tokumaru Katsumi
Institute Of Chemistry University Of Tsukuba
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Yoshida Masayuki
Department Of Applied Genetics Medical Research Institute Tokyo Medical And Dental University
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Sakuragi Hirochika
Department of Chemistry, Faculty of Science, The University of Tokyo
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Nishimura Toshihiro
Department of Chemistry, Faculty of Science, The University of Tokyo
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Inamoto Naoki
Department of Chemistry and Research Centre for Spectrochemistry, Faculty of Science, The University of Tokyo
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Ishikawa Shun-ichi
Department of Chemistry, Faculty of Science, The University of Tokyo
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