Chiral discrimination of alpha-amino acids with a C-2-symmetric homoditopic receptor

Abstract

Chiral discrimination of alpha-amino acids has been realized by a C-2-symmetric homoditopic receptor, which is based on a binaphthyl chiral skeleton with 2,2'-diisopropoxy substituents and a common binding side arm, (o-carboxamido)-trifluoro-acetophenone moiety, in the 3,3'-positions, which recognizes alpha-amino acids as their amino carboxylate forms through formation of stabilized adducts.