Abstract

As a rule, the equilibrium of the skewed twist conformera is observed for the 3(4)-halogen-substituted caran-4(3)-ols and 3-methylnorcaran-4(3)-ols. This is indicated by the simultaneous presence of the bands of νOH of the free OH groups and the OH groups bound by intramolecular hydrogen bonds. The steric interactions of the 7-R groups with the cis substituents at C3 and C4 and the intramolecular hydrogen bonds OH... Hal and OH... cyclopropane ring play a role in the realization of one or the other form. In the case of uniform substitution, the influence of the halogens on δνOH changes in the series F<Cl<Br.

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