New chiral solvating agents: 1,5-Benzothiazepines

Abstract

For the first time it is reported that 1,5-benzothiazepines (1a–e) (Figure I) behave as effective chiral solvating agents (CSA) for NMR enantiomeric excess (ee) determination of different classes of compounds such as α-arylalkanoic acids, α-hydroxy acids, alkanesulfonic acids, alcohols and 1,5-benzothiazepines. The molecular association between CSA and substrate is explained in terms of NH and/or OH hydrogen bonding.