H-1-NMR CHIRAL ANALYSIS OF BENZHYDRYLAMINE DERIVATIVES USING BETA-CYCLODEXTRIN - SOLUTION GEOMETRY OF HOST-GUEST COMPLEXES AS DETERMINED BY1D NOE AND ROESY EXPERIMENTS
J. Redondo et al., H-1-NMR CHIRAL ANALYSIS OF BENZHYDRYLAMINE DERIVATIVES USING BETA-CYCLODEXTRIN - SOLUTION GEOMETRY OF HOST-GUEST COMPLEXES AS DETERMINED BY1D NOE AND ROESY EXPERIMENTS, Magnetic resonance in chemistry, 33(2), 1995, pp. 104-109
The H-1 NMR chiral analysis of a series of benzhydrylamine derivatives
was accomplished by means of beta-cyclodextrin as chiral resolving ag
ent, forming the corresponding inclusion complexes in aqueous solution
. NOE and ROESY experiments were used in order to establish the most p
robable host-guest geometries in solution. In all cases studied, it wa
s found that the phenyl groups of guest molecules preferably binds wit
h the macrocyclic cavity of beta-cyclodextrin, thus forming ternary co
mplexes (2:1, beta-cyclodextrin:guest) when two phenyl groups were pre
sent in the guest molecule.