Vibrational circular dichroism in hydrogen bond systems: Part III. Vibrational circular dichroism of the OH stretching vibrations of 1,2-diols and β-methoxyalcohols

Abstract

Vibrational circular dichroism (VCD) of the OH stretching vibrations in intramolecular hydrogen bond systems, i.e. 1,2-diols and β-methoxyalcohols, has been studied. The VCD feature of the OH stretching mode is discussed in relation to the molecular conformation, with the aid of the results of 1H NMR spectroscopy. The positive VCD observed for the OH stretching vibration of the donor hydroxyl group in intramolecular hydrogen bond systems is attributable to the G− conformation about the OCCO bond. The rotational strengths calculated on the basis of the dynamic polarization model account for the observed VCD feature.