Thermoanalytical study of O,O '-dibenzoyl-(2R,3R)-tartaric acid supramolecular compounds - Part II. Investigation of the resolution of racemic alcohols

The resolution of three chiral alcohols with O,O'-dibenzoyl-(2R,3R)-tartari c acid (DBTA) via diastereoisomeric supramolecular compound formation was i nvestigated with thermoanalytical methods. On the basis of TG measurements the DBTA:chiral alcohol molar ratio in the compounds is 1:1 which agrees wi th the results of single-crystal X-ray diffraction analysis. The DBTA - chi ral alcohol supramolecular compounds have different supramolecular structur e than the DBTA - achiral alcohol supramolecular compounds. The supramolecu lar compounds containing cyclohexanols have higher thermal stability than t he compounds containing acyclic aliphatic alcohols. The amount of unreacted DBTA monohydrate in the solid phase can be determined both with DSC and wi th TG measurements.