Abstract
Abstract The vOH and vCO frequencies of complexes of the type ROHṫOCR1R2 have been studied in a variety of systems. For any one carbonyl compound there is a direct proportionality between ΔvCO and ΔvOH, for all types of alcohol or phenol with the exception of halogenated or sterically hindered systems. There is no general relationship for systems in which the type of carbonyl compound is varied and the alcohol kept constant. For any individual alcohol/carbonyl complex further changes occur in both frequencies with changes in the solvent. The effects are proportionately much greater on the carbonyl group than on the hydroxyl, suggesting that the former is the more likely site for selective solvent attack. This has been confirmed by measurements which show that the 2:1 alcohol/amide complex has both alcohol units directly bonded to the carbonyl group.
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