Enantiomeric separation of amines using N-benzoxycarbonylglycyl- l-proline as chiral additive and porous graphitic carbon as solid phase

Abstract

A study of the separation of enantiomeric amines as diastereomeric complexes (ion pairs) with N-benzoxycarbonylglycyl- l-proline ( l-ZGP) as chiral additive is presented. The chromatographic performances of two solid stationary phases, porous graphitic carbon (PGC) and LiChrosorb DIOL, were compared and the carbon-base phase was found to hve advantages with regard to column efficiency and short equilibration times. Less than 15 column volumes of the mobile phase ( l-ZGP in dichloromethane) were sufficient to obtain constant chromatographic conditions iwth porous graphitic carbon. The water content of the organic mobile phase had no significant effct on the equilibration time of the PGC phase. The chiral counter ion (N-benzoxycarbonylglycyl- l-proline) could be used with aqueous mobile phase on PGC for chiral seperations of enentimeric polyaromatic amines.