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-(triΓuoromethyl)phenylacetate MTPA 4 MosherΓs [Rh 2 (MTPA) 4 ; acid]. Moderate 1H signal shifts but clear diastereomeric dispersions due to complexation w
Chiral recognition of epoxides by 1H NMR spectroscopy in the presence of a chiral dirhodium complex
β Scribed by Klaudia Wypchlo; Helmut Duddeck
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 46 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0899-0042
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β¦ Synopsis
It was found that the oxirane ring is a functional group amenable to chiral discrimination by dirhodium-MTPA complexes. Considerable signal shifts up to 0.7 ppm are observed for 1 H nuclei close to the rhodium atoms in the complex. In analogy to previously reported olefins, this method appears to be comparable to the use of chiral lanthanoid shift reagents.
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The enantiomeric purity of several tobacco alkaloids and nicotine-like compounds was determined using 'H NMR (300 MHz) spectroscopy in the presence of (-)-(R)l,l'-binaphthyl-2,2'-diylphosphoric acid (BNPPA) as a chiral complexing agent. The most significant signal splitting resulting from diastereoi