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Thermoanalytical Study of O,O'-Dibenzoyl-(2R,3R)-Tartaric Acid Supramolecular Compounds Part II. Investigation of the resolution of racemic alcohols
Authors:Kassai  Cs.  Illés  R.  Pokol  G.  Sztatisz  J.  Fogassy  E.  Kozma  D.
Affiliation:(1) Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, H-1521, Műegyetem rkp. 3, PO Box 91, Hungary;(2) Budapest University of Technology and Economics, H-1521 Budapest, Szt. Gellért tér 4., Hungary;(3) Department of Organic Chemical Technology, Budapest University of Technology and Economics, Budapest, H-1521, Műegyetem rkp. 3, PO Box 91, Hungary
Abstract:The resolution of three chiral alcohols with O,O'-dibenzoyl-(2R,3R)-tartaric acid (DBTA) via diastereoisomeric supramolecular compound formation was investigated with thermoanalytical methods. On the basis of TG measurements the DBTA:chiral alcohol molar ratio in the compounds is 1:1 which agrees with the results of single-crystal X-ray diffraction analysis. The DBTA – chiral alcohol supramolecular compounds have different supramolecular structure than the DBTA – achiral alcohol supramolecular compounds. The supramolecular compounds containing cyclohexanols have higher thermal stability than the compounds containing acyclic aliphatic alcohols. The amount of unreacted DBTA monohydrate in the solid phase can be determined both with DSC and with TG measurements. This revised version was published online in August 2006 with corrections to the Cover Date.
Keywords:crystallization  inclusion complex  optical resolution
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