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Chiral recognition of nitriles by 1H NMR spectroscopy in the presence of a chiral dirhodium complex

✍ Scribed by Shahid Hameed; Roshan Ahmad; Helmut Duddeck

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
250 KB
Volume
36
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 1H NMR spectra of a variety of chiral racemic nitriles were recorded in in the absence CDCl 3 and presence of dirhodium tetra-(R)-a-methoxy-a-(triΓ‘uoromethyl)phenylacetate MTPA 4 MosherÏs [Rh 2 (MTPA) 4 ; acid]. Moderate 1H signal shifts but clear diastereomeric dispersions due to complexation were observed which allow the determination of the enantiomeric ratio of the nitriles. Tentative statements concerning the complexing mode of the cyano group at the rhodium atom (side-on vs. end-on) are presented.

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