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Preferential enrichment: Full crystallographic analysis of the unusual phenomenon in the mixed crystals' version
Author(s) -
Takahashi Hiroki,
Tamura Rui,
Fujimoto Daisuke,
Lepp Zsolt,
Kobayashi Kimiko,
Ushio Takanori
Publication year - 2002
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10080
Subject(s) - chemistry , crystallography
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 (NBMe 3 ), 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 NBMe 3 is consistent with the nature of a mixed crystal composed of the two enantiomers. Chirality 14:541–547, 2002. © 2002 Wiley‐Liss, Inc.