1H NMR utilization of through-space effects. II—conformation of dienic ketones

The configurational and conformational assignments of the carbonyl group in the Z- and E-1-(3-substituted-5,5-dimethyl-2-cyclohexen-1-ylidene)-2-butanones are carried out using only the through-space effects of the carbonyl group. It is demonstrated that, regardless of the Z- or E-configuration or the nature of the substituent in position 3, the conformation of the carbonyl group is always s-cis.