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Chromatographia

, Volume 54, Issue 11–12, pp 691–695 | Cite as

Some conformationally restricted chiral stationary phase selector units related toN,N′-diallyl-l-tartardiamide

  • U. Skogsberg
  • S. Allenmark
Originals Column Liquid Chromatography

Summary

The synthesis of abis-allylamide-based chiral selector from, a C2-symmetric dicarboxylic acid by means of a diisopropyl carbodiimide-assisted condensation with allylamine is reported. Four conformationally restricted chiral selectors were immobilized on vinyl-functionalized silica and evaluated as chiral stationary phases (CSP's) by HPLC under normal-phase conditions. The chromatographic behavior of seven racemic benzodiazepinones on the four CSP's was studied to obtain information about the retention mechanisms involved in the separation of the enantiomers of these analytes. 2-Propanol and methyltert-butyl ether (MTBE) were compared as retention modifiers in the hexane-based mobile phases.

Key Words

Column liquid chromatography Chiral stationary phases Enantiomer separation Carbodiimide-assisted condensation Suppression of racemization 

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Copyright information

© Friedr. Vieweg & Sohn Verlagsgesellschaft mbH 2001

Authors and Affiliations

  • U. Skogsberg
    • 1
  • S. Allenmark
    • 1
  1. 1.Department of ChemistryGöteborg UniversityGöteborgSweden

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