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The hydrogenation 4-alkylanilines over Rh/silica catalysts display an antipathetic particle size effect suggesting that the active site is a terrace face. The effect of the solvent on product cis:trans ratio was related to polar solvents stabilising an imine intermediate. The products inhibited the reaction due to their increased basicity which allowed a strong metal–nitrogen interaction.
The hydrogenation of para-toluidine was studied over a series of rhodium/silica catalysts. The reaction exhibits an antipathetic particle size effect, suggesting that plane face surface atoms, such as C 39 sites, are the active site for ring hydrogenation. The reaction is zero-order in p-toluidine and first-order in hydrogen, with the mechanism of formation of the cis and trans isomers...
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