Anomalous broadening of the hydroxy stretching band of some intramolecular OH ⋯π bridged alcohols in halogenated solvents

Abstract

The band parameters of the intramolecular π-bridged OH-stretching vibrations of six unsaturated alcohols with short OH ⋯π distances, dissolved in iso-octane, CCl₄, CCl₂CCl₂, CH₃CCl₃, CHClCCl₂, CS₂, CHCl₃, CHBr₃, or benzene, have been studied. The OH-band of all these compounds appears to be anomalously broadened in the halogen-containing solvents. The factors determining the vibrational bandwidth in solution are discussed and it is suggested that this deviant behaviour originates from a specific interrelated OH ⋯π⋯ solvent interaction.