L-Proline, a resolution agent able to target both enantiomers of mandelic acid: an exciting case of stoichiometry controlled chiral resolution

Chem Commun (Camb). 2022 Jul 28;58(61):8560-8563. doi: 10.1039/d2cc02942a.

Abstract

We present a thought-provoking development in chiral resolution. Using a resolving agent of a given handedness, L-proline, we show that both R- and S-enantiomers of mandelic acid can be resolved from a racemic mixture simply by varying the stoichiometry. We are the first to report this specific feature, achieved by the existence of stoichiometrically diverse cocrystal systems between R- and S-mandelic acid and L-proline.

MeSH terms

  • Mandelic Acids*
  • Proline*
  • Stereoisomerism

Substances

  • Mandelic Acids
  • Proline
  • mandelic acid