Abstract

AbstractThe norbornyl cation is smoothly reduced to norbornane with molecular hydrogen; the rate of this reaction is about the same as that of the reactions of the tertiary butyl and adamantyl ions to the corresponding hydrocarbons. Reduction of the norbornyl cation with D2 affords undeuterated, mono‐, di‐, tri‐, tetra‐ and pentadeuterated norbornane.When norbornane is dissolved in HF‐SbF5 solution at room temperature an equilibrium mixture of methylcyclohexyl and 1,2‐ and 1,3‐dimethylcyclopentyl ions is formed. Reduction of this mixture with hydrogen, which occurs at the same rate as that of tertiary butyl ion, affords methylcyclohexane as the sole product, in agreement with its thermodynamic stability.

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