1H NMR chiral analysis of benzhydrylamine derivatives using β‐cyclodextrin. Solution geometry of host‐guest complexes as determined by 1D NOE and ROESY experiments

Abstract

AbstractThe 1H NMR chiral analysis of a series of benzhydrylamine derivatives was accomplished by means of β‐cyclodextrin as chiral resolving agent, forming the corresponding inclusion complexes in aqueous solution. NOE and ROESY experiments were used in order to establish the most probable host‐guest geometries in solution. In all cases studied, it was found that the phenyl groups of guest molecules preferably binds with the macrocyclic cavity of β‐cyclodextrin, thus forming ternary complexes (2:1, β‐cyclodextrin:guest) when two phenyl groups were present in the guest molecule.