Use of Conglomerate Mixed Crystals to Deracemize a Stable Racemic-Compound-Forming System

Chemistry. 2023 May 11;29(27):e202300441. doi: 10.1002/chem.202300441. Epub 2023 Apr 4.

Abstract

Deracemization extended to racemic-compound-forming systems is demonstrated. We present here the first results of an alternative for the resolution of systems that exhibit a stable racemic compound but also a closely related conglomerate-forming system. If the couples of enantiomers forming the racemic compound and the enantiomers of the stable conglomerate can syncrystallize in mirror-related partial solid solutions, it is possible to deracemize the racemic mixture of mixed crystals to access to a single handedness. The evidence for this possibility is given in three examples by using temperature-cycling-induced deracemization.

Keywords: chiral resolution; deracemization; heterogeneous equilibria; racemic compounds; solid solutions.