Chromatographic enantioseparation of racemic α-(1-naphthyl)ethylammonium perchlorate by a Merrifield resin-bound enantiomerically pure chiral dimethylpyridino-18-crown-6 ligand

Abstract

Three novel chiral pyridino-18-crown-6 ligands ( S,S)- 1, ( S,S)- 2 and ( S,S)- 3 were prepared and ( S,S)- 1 was attached to a Merrifield resin. The resulting adsorbent ( S,S)- 5 was used as a chiral stationary phase in the chromatographic enantioseparation of racemic α-(1-naphthyl)ethylammonium perchlorate. Also, a new chiral pyridono-18-crown-6 ligand ( S,S)- 6, used for the synthesis of ( S,S)- 1 and ( S,S)- 2, was prepared in two different ways.