Chiral resolution of racemic etiracetam was achieved via co-crystallization with ZnCl2. Depending on the amount of ZnCl2 either a stable racemic compound or a stable conglomerate can be obtained. Excess ZnCl2 triggers the quantitative conversion of the racemate into the conglomerate solid; this unprecedented behaviour was investigated through a racetam/ZnCl2/solvent phase diagram.
Shemchuk, O., Song, L., Robeyns, K., Braga, D., Grepioni, F., & Leyssens, T. (2018). Solid-state chiral resolution mediated by stoichiometry: crystallizing etiracetam with ZnCl2. Chemical Communications, 54(77), 10890-10892. https://doi.org/10.1039/c8cc06199h (Original work published 2018)