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1 H NMR chiral analysis of benzhydrylamine derivatives using β‐cyclodextrin. Solution geometry of host‐guest complexes as determined by 1D NOE and ROESY experiments
Author(s) -
Redondo J.,
Frigola J.,
Torrens A.,
Lupón P.
Publication year - 1995
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260330204
Subject(s) - chemistry , cyclodextrin , molecule , aqueous solution , inclusion compound , ternary operation , proton nmr , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , enantiomer , crystallography , organic chemistry , computer science , programming language
The 1 H 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.