Use of cyclodextrins in chiral discrimination by NMR spectroscopy: An example of atropisomerism
✍ Scribed by Alan F. Casy
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 171 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
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.
📜 SIMILAR VOLUMES
The influence of inclusion complex formation between cyclodextrins (chiefly the 8-polymer) and a variety of chiral antihistaminic and analgesic agents on the 'H NMR features of both guest and host partners is reported. In many cases equivalent protons of antipodes give resonances which differ in che
## Abstract The positively charged quaternary ammonium cyclodextrin, QA‐β‐CD, was previously used as a chiral selector to achieve baseline resolution of two of the dianionic enantiomers of disodium 3‐(__p__‐isothiocyanatophenoxy)‐3‐(__p__‐isothiocyanatophenyl)propane‐1,2‐disulfate by capillary elec