The 13C,H coupling constants in structural and conformational analysis. IV–The rotational dependence of the long-range CH couplings of the aldehyde and hydroxyl protons in salicylaldehyde

The proton-coupled ¹³C NMR spectrum of salicylaldehyde was analysed. The second-order character of the seven independent sub-spectra allowed the signs of most of the couplings to be determined. The input values for the analyses were obtained from the known J(CH) values of benzene, phenol and benzaldehyde using the additivity principle. In most instances, very good agreement between the calculated and observed values was obtained. Significant couplings of the ring carbons to both the aldehyde and hydroxyl protons were also observed. The magnitude of these couplings was very dependent on the stereochemical relationships between the coupled nuclei.