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The Effects of SCILL Catalyst Modification on the Competitive Hydrogenation of 1-Octyne and 1,7-Octadiene versus 1-Octene

Authors

  • Stuart F. Miller,

    1. School of Chemistry, University of Kwa-Zulu Natal, Private Bag X54001, Durban (South Africa), Fax: (+27) 31-260-3091
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  • Prof. Holger B. Friedrich,

    Corresponding author
    1. School of Chemistry, University of Kwa-Zulu Natal, Private Bag X54001, Durban (South Africa), Fax: (+27) 31-260-3091
    • School of Chemistry, University of Kwa-Zulu Natal, Private Bag X54001, Durban (South Africa), Fax: (+27) 31-260-3091
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  • Prof. Cedric W. Holzapfel

    Corresponding author
    1. Department of Chemistry, University of Johannesburg, Auckland Park, Johannesburg (South Africa), Fax: (+27) 11-678-5749
    • Department of Chemistry, University of Johannesburg, Auckland Park, Johannesburg (South Africa), Fax: (+27) 11-678-5749
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Abstract

Competitive hydrogenation of mixtures of related unsaturated compounds remains a challenging problem. Recently, solid catalysts with an ionic liquid layer (SCILL) have shown potential for increased catalyst selectivity under batch conditions. Our results for the continuous flow competitive hydrogenation of 1-octyne and 1,7-octadiene versus 1-octene with a nickel SCILL catalyst indicate improved catalyst selectivity under trickle bed conditions. Different ionic liquids ([MMIM][MeOSO3], [MMIM][OcOSO3], [MMIM][NTf2], [MePsec-Bu3 ][MeOSO3], and [Et3S][NTf2]; MMIM=1,3-dimethylimidazole and Tf=trifluoromethanesulfonyl) with varying catalyst loadings were investigated. The results highlight the importance of potential site-specific interactions by the ionic liquid. They also indicate the importance of the cation for these effects.

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