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Keywords:

  • chemoselectivity;
  • hydrocarbons;
  • hydrogenation;
  • ionic liquids;
  • nickel

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.