3,5-Dinitrobenzoyl-9-amino-9-deoxy-9-epiquinine as Pirkle-Anion Exchange Hybrid-Type Chiral Selector in High-Performance Liquid Chromatography
A new chiral stationary phase was designed by
introducing 9-amino-9-deoxy-9-epiquinine, one of the
most versatile organocatalysts in asymmetric synthesis, as
chiral scaffold. The derivatization of its amino group with
the 3,5-dinitrobenzoyl (DNB) fragment provided hydrogen
bonding and ?–? donor/acceptor systems in addition to
the quinoline and quinuclidine moieties having two nitrogen
atoms with different basicities. The selector offers
multiple interaction sites in both typical of the Pirkle-type