Preferential enrichment: full crystallographic analysis of the unusual phenomenon in the mixed crystals' version

Chirality. 2002 Jul;14(7):541-7. doi: 10.1002/chir.10080.

Abstract

Full characterization of the crystal structures of the racemate, nonracemate (20% ee), and pure enantiomer of [2-[4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl]ethyl]trimethylammonium p-bromobenzenesulfonate (NBMe3), which has successfully shown an unusual enantiomeric resolution phenomenon, "preferential enrichment," was achieved by means of X-ray crystallographic analysis and construction of the binary melting point phase diagram. The crystalline nature of the racemate is not a racemic compound but a fairly ordered mixed crystal composed of the two enantiomers. The crystal structure of the nonracemate (20% ee) is virtually identical with that of the racemate and similar to that of the pure enantiomer. The binary melting point phase diagram of NBMe3 is consistent with the nature of a mixed crystal composed of the two enantiomers.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Crystallography, X-Ray / methods*
  • Models, Chemical
  • Stereoisomerism
  • Temperature