Abstract

The 13 C NMR spectra of a series of 2,4-disubstituted adamantanes with the substituents in various configurations are reported and discussed in terms of through-bond and through-space interactions of the substituents. Through-bond interactions in equatorially disubstituted adamantanes and equatorially substituted adamantanones are attributed to overlapping of free-electron pairs and bond orbitals in symmetrically favoured orientations.

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