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High-Pressure Crystallization and Thermodynamic Stability Study on the Resolution of High-Density Enantiomers from
Kinga Roszak1, Andrzej Katrusiak1
1Department of Materials Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.
Abstract:
High-pressure recrystallization could be the cheapest clean method of resolving enantiomers from the racemates defying Wallach's rule. We have investigated the effect of pressure on sodium tartrate monohydrate (NaTa·H2O), a notorious exception from Wallach's rule: both racemic polymorphs α-dl-NaTa·H2O and β-dl-NaTa·H2O are less dense than the enantiomers. According to the mobile-equilibrium principle, such high-density enantiomorphs should spontaneously separate under high pressures. The pressure dependence of the Gibbs free energy explains the preferential crystallization of mixed enantiomers of NaTa·H2O.
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