Redox reactions of cis-dialkylcobalt(III) complexes with benzyl and allyl bromides, induced by thermal cleavage of the cobalt-carbon bond.
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概要
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The thermal cleavage of the cobalt–carbon bond of <I>cis</I>-dialkylcobalt(III) complexes, <I>cis</I>-[R<SUB>2</SUB>Co(bpy)<SUB>2</SUB>]<SUP>+</SUP>(R=Me, Et, and PhCH<SUB>2</SUB>; bpy=2,2′-bipyridine), was enhanced by the presence of benzyl and allyl bromide, inducing the C–C bond formation to yield mainly 1,2-diphenylethane and 1,5-hexadiene, respectively. In the <I>cis</I>-[(PhCH<SUB>2</SUB>)<SUB>2</SUB>Co(bpy)<SUB>2</SUB>]<SUP>+</SUP>-allyl bromide system, a comparable amount of the cross-coupling product (4-phenyl-1-butene) was obtained together with the homo-coupling products (1,2-diphenylethane and 1,5-hexadiene). The enhancement of the thermal cleavage of the cobalt–carbon bond of <I>cis</I>-[R<SUB>2</SUB>Co(bpy)<SUB>2</SUB>]<SUP>+</SUP> by the reactions with benzyl and allyl bromides is caused by the high reactivity of the carbanion ligand of [RCo(bpy)<SUB>2</SUB>]<SUP>+</SUP> produced by the homolytic cleavage of the cobalt–carbon bond of <I>cis</I>-[R<SUB>2</SUB>Co(bpy)<SUB>2</SUB>]<SUP>+</SUP>, which undergoes the exchange, coupling, and cross-coupling reactions with benzyl and allyl groups of the bromides. Based on the kinetics and the activation parameters, the cobalt–carbon bond dissociation enthalpy of <I>cis</I>-[(PhCH<SUB>2</SUB>)<SUB>2</SUB>Co(bpy)<SUB>2</SUB>]<SUP>+</SUP> has been estimated to be 92 kJ mol<SUP>−1</SUP>.
- 公益社団法人 日本化学会の論文
著者
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Fukuzumi Shunichi
Department Of Applied Chemistry Faculty Of Engineering Osaka University
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Tanaka Toshio
Department Of Applied Physics Faculty Of Engineering Tokyo University
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Ishikawa Kunio
Department of Applied Chemistry, Faculty of Engineering, Osaka Univeristy
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Fukuzumi Shunichi
Department of Applied Chemistry, Faculty of Engineering, Osaka Univeristy
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Tanaka Toshio
Department of Applied Chemistry, Faculty of Engineering, Osaka Univeristy
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