Preparation of homochiral azophenolic crown ethers containing 1-phenylethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit: Enantiomer recognition behaviour towards chiral 2-aminoethanol derivatives

Abstract

Enantiomerically pure azophenolic crown ethers 1–4 containing ( S)- or ( R)-1-phenylethane-1,2-diol moieties and (2 S,4 S)-2,4-dimethyl-3-oxapentane-1,5-diol moiety as a chiral subunit were prepared; crown ethers (S,S,S,S)- 1 showed high chiral recognition behaviour in complexation with 2-substituted 2-aminoethanol derivatives.