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

Abstract

AbstractCompetitive 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.