13C NMR spectra of adamantane derivatives

The carbon-13 chemical shifts of mono- and 1,3-disubstituted adamantanes are reported. The effects caused by the substituents are compared with those met in aliphatic and alicyclic compounds. It is shown that the 1,4-interactions have only minor importance in l-substituted adamantanes. The influence of polar groups on the chemical shifts of γ- and δ-carbon atoms is a typical ‘through-the-bonds’ interaction and correlates with inductive parameters of the substituents.