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Use of cyclodextrins in chiral discrimination by NMR spectroscopy: An example of atropisomerism
Author(s) -
Casy Alan F.
Publication year - 1993
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.1260310421
Subject(s) - chemistry , conformational isomerism , atropisomer , nuclear magnetic resonance spectroscopy , stereochemistry , spectroscopy , organic chemistry , molecule , physics , quantum mechanics
The influence of α‐, β‐ and γ‐cyclodextrin (CD) on the 1 H NMR spectrum of the muscarinic antagonist telenzepine dihydrochloride in D 2 O is reported. Duplication of thienyl‐H and thienyl‐Me signals was observed in the presence of β‐ and γ‐CD, with regard to the minor amido conformer in the former case and both major and minor amido conformers in the latter case. Use of CDs in chiral discrimination by NMR is now well known; the present results provide the first example of their application to an atropisomeric example.