Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-cyclohexane-1,2-diol as the chiral centre

Abstract

Both enantiomers of the azophenolic crown ether 1 incorporating the cis-cyclohexane-1,2-diol residue as the chiral centre have been prepared in enantiomerically pure forms and the chiral recognition behaviour towards 2-aminoethanols and ethylamines has been examined. The observed enantiomer selectivities of the crown ether 1 in complexation with racemic amines have been interpreted on the basis of CPK molecular model examination of the diastereoisomeric complexes.