Studies on hydrogenation by nickel complexes. 5. The selective hydrogenation of 1,4-cyclohexadienes to cyclohexenes catalyzed by a nickel complex.

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概要

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• 1,4-Cyclohexadiene was hydrogenated selectively to cyclohexene with a nickel catalyst generated from bis(acetylacetonato)nickel(II), triethyldialuminium trichloride, and triphenylphosphine at 40 °C under an atmospheric pressure of hydrogen. The hydrogenation of eleven kinds of alkyl-substituted 1,4-cyclohexadienes gave the corresponding cyclohexenes in good yields by the nickel catalyst. The structural factors of the alkyl substituent on the diolefin are shown to affect the hydrogenation rate. The homogeneous nickel catalyst system, in which a nickel hydride complex NiH(PPh<SUB>3</SUB>)(AlCl<SUB>4</SUB>) is supposed to be an active species, was effective for the selective hydrogenation of the diolefin to the olefin. A plausible pathway involving π-allylnickel complexes for the hydrogenation is proposed.

• 公益社団法人 日本化学会の論文

著者

• Sakai Mutsuji

  Department Of Polymer Science And Engineering Kyoto Institute Of Technology

• Sakakibara Yasumasa

  Department Of Polymer Science And Engineering Kyoto Institute Of Technology

• Hirano Nobuo

  Department of Polymer Science and Engineering, Kyoto Institute of Technology

• Harada Fumiya

  Department of Polymer Science and Engineering, Kyoto Institute of Technology

• Uchino Norito

  Department of Polymer Science and Engineering, Kyoto Institute of Technology

• Uchino Norito

  Department of Fiber Chemistry, Kyoto Technical University

• Sakakibara Yasumasa

  Department of Fiber Chemistry, Kyoto Technical University

関連論文

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• Studies of the isomerization of unsaturated carboxylic acids. IV. Base-catalyzed rearrangements of .BETA.,.GAMMA.-unsaturated esters to .ALPHA.,.BETA.-isomers.
• Studies on hydrogenation by nickel complexes. 5. The selective hydrogenation of 1,4-cyclohexadienes to cyclohexenes catalyzed by a nickel complex.
• The cyanation of aromatic halides catalyzed by nickel(0) complexes generated in situ. I. General scope and limitations.
• Disproportionation of cyclohexadienes catalyzed by metallic nickel.
• Selective Isomerization of 1,5-Cyclooctadiene to 1,4-Cyclooctadiene Catalyzed by Bis(acetylacetonato)nickel-Triethyldialuminum Trichloride-Phosphorus Ligand.
• Selective hydrogenation of cyclic diolefins to monoolefins catalyzed by a nickel complex.

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