Aryliminodimagnesium reagents. XI. Two-electron oxidation of the reagent molecules in the reaction with some oxidizing agents and with strongly push-pull substituted .ALPHA.-benzylideneacetophenones.
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概要
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The reactions of an aryliminodimagnesium reagent (ArN(MgBr)<SUB>2</SUB>) with four oxidizing agents ((i): I<SUB>2</SUB>, OsO<SUB>4</SUB>, C<SUB>6</SUB>H<SUB>5</SUB>IO<SUB>2</SUB>, I<SUB>2</SUB>O<SUB>5</SUB>) and four push-pull substituted α-benzylideneacetophenones(ii) were examined. In the reactions with (i), the maximum yield of <I>sym</I>-azobenzene was 50%. In the reactions with (ii), in addition to products formed via condensation and the typical radical processes, unexpected products formed via cleavages of C=C and C<SUB>β</SUB>–H bonds were observed. Summarizing these results, a pathway involving the formation of arylnitrene-like species via disproportionation of arylaminyl radicals (Ar\.{N}MgBr) has been proposed.
- 公益社団法人 日本化学会の論文
著者
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Nagase Shigeru
Department Of Chemistry Faculty Of Education Yokohama National University
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Egami Yoshiji
Department of Chemistry, Faculty of Science and Engineering, Saga University
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Okubo Masao
Department of Chemistry, Faculty of Science and Engineering, Saga University
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Yoshida Shunsei
Department of Chemistry, Faculty of Science and Engineering, Saga University
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