Ion mobility and gas phase H/D exchange: revealing the importance of a single hydrogen bond for the chiral recognition of crown ether ammonium complexes

Abstract

Two new BINOL-based chiral crown ether/ammonium complexes are studied by travelling-wave ion-mobility spectrometry. Homo- and heterochiral crown ether/ammonium complexes differ in their collision cross sections, and these differences go along with changes in hydrogen bonding as revealed by gas phase H/D-exchange experiments. Applications for the determination of enantiomeric excess are discussed.