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Cyclodextrins as chiral complexing agents in water, and their application to optical purity measurements

✍ Scribed by David Greatbanks; Roderick Pickford

Book ID: 102528953
Publisher: John Wiley and Sons
Year: 1987
Tongue: English
Weight: 421 KB
Volume: 25
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1260250306

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✦ Synopsis

The interaction of p-cyclodextrin with propanolol hydrochloride was shown by NMR to produce diastereomeric pairs observable in D,O solution at 400 MHz. By addition of racemate to pure ( -)-isomer, the usefulness of this novel technique in being able to measure optical purity in water down to the 1% level was demonstrated. Using changes in chemical shifts and NOE effects, a possible structure for the inclusion complex is proposed. y-Cyclodextrin induced larger shifts in the spectrum than the p-equivalent, whereas a-cyclodextrin had no effect.

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