Abstract
Abstract The hydrogenation of isoquinoline (1) to isomeric decahydroisoquinoline (4) via 1,2,3,4-tetrahydroisoquinoline (2) or 5,6,7,8-tetrahydroisoquinoline (3) was kinetically studied over supported ruthenium catalysts under 50–100 atm hydrogen pressure at 135–170 °C. The results showed that the reaction proceeds mainly via 2 over ruthenium on carbon, and via 2 and 3 competitively over ruthenium on alumina. Such reaction features are explained from the view points of their adsorption and the activation of the molecules on the catalysts based on quantum chemical indices. The acidic nature of alumina support exhibited a preference of nitrogen lone-pair defining the adsorption of substrates, and consequently influencing on the reaction route. The proposed approach distinguished the present catalyst from Raney nickel examined in a previous paper. The noble and base metals may interact differently with the substrate, although both metals are classified as “soft”.
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