Conformation of non-aromatic ring compounds—XXXIII: Trans-1,2-dihalogenocyclohexanes, trans-1,2-dihalogenocyclopentanes and α-halogenocyclohexanones; correlation between dipole moments and vicinal proton spin coupling constants

Abstract

For a series of conformation-inverting ring compounds having similar geometry and containing the same or similar vicinal polar substituents a linear relation exists between the squares of the electric dipole moments and the sum of the vicinal coupling constants J AX + J BX. An analysis of this relation in terms of the Karplus constants is developed. It is shown that the combination of dipole moment data with coupling constants yields valuable quantitative information on Karplus parameters, ring deformation and conformational equilibrium constants.