Reactions of trans- and cis-dichlorobis(benzonitrile)platinum(II) with acetylacetonate and benzoylacetonate carbanions. Formation of N-acetyl .BETA.-ketoamine complexes by the acetyl group migration.
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概要
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<I>trans</I>-Dichlorobis(benzonitrile) platinum(II) reacted with twice the molar amount of thallium(I) acetylacetonate and benzoylacetonate in dichloromethane at room temperature to afford mainly <I>N</I>-acetyl β-ketoamine chelates, <I>trans</I>-[Pt{N(COMe)=C(Ph)CH=COMe(and Ph)}<SUB>2</SUB>] (<B>1a</B> and <B>3a</B>). This <I>N</I>,<I>O</I>-chelate structure of <B>1a</B> was determined by X-ray analysis. Reactions of <I>cis</I>-[PtCl<SUB>2</SUB>(PhCN)<SUB>2</SUB>] gave <I>C</I>-acetyl and <I>C</I>-benzoyl β-ketoamine chelates, <I>cis</I>-[Pt{NH=C(Ph)C(COMe(and Ph))=COMe}<SUB>2</SUB>], together with other minor products. Formation of these β-ketoamine chelates is explained by the nucleophilic reactions of the β-diketonate carbanions at the coordinated cyanide carbon atom, followed by migration of the acetyl group or the methine proton of the nucleophiles onto the imino nitrogen atom formed during these reactions. In the presence of free β-diketones, migration of the acyl group was generally suppressed; this led to high yields of <I>C</I>-acyl complexes especially in reactions of <I>cis</I>-[PtCl<SUB>2</SUB>(PhCN)<SUB>2</SUB>]. In each case, the reaction proceeded with retention of the geometrical configuration around the central metal atom. The structures of other products, including a compound obtained by acid hydrolysis of <B>1a</B>, were explored and discussed, based on IR and <SUP>2</SUP>H NMR data.
- 公益社団法人 日本化学会の論文
著者
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Nakamura Yukio
Department Of Biotechnology Faculty Of Agriculture Gifu University
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Kawaguchi Shinichi
Department Of Fundamental Energy Science Graduate School Of Energy Science Kyoto University
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Takagi Kazuhiko
Department Of Electrical And Electronic Engineering Chuo University
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Matsumoto Keiji
Department Of Applied Physics Graduate School Of Engineering Yokohama National University
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Uchiyama Toshihiko
Department of Chemistry, Faculty of Science, Osaka City University
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Takagi Kazuhiko
Department of Chemistry, Faculty of Science, Osaka City University
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