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A Practical Solvating Agent for the Chiral NMR Discrimination of Carboxylic Acids
- Authors
- Kim, Seon-mi; Choi, Kihang
- Issue Date
- 9월-2011
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- Chirality; Chiral auxiliaries; Enantiomeric purity; NMR spectroscopy
- Citation
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2011, no.25, pp.4747 - 4750
- Indexed
- SCIE
SCOPUS
- Journal Title
- EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 2011
- Number
- 25
- Start Page
- 4747
- End Page
- 4750
- ISSN
- 1434-193X
- Abstract
- A bisimidazoline compound has been prepared as a new chiral solvating agent starting from isophthalaldehyde and (S, S)-1,2-diphenylethylenediamine through a single-step synthesis. In the presence of one equivalent of this reagent, carboxylic acid racemates show H-1 NMR chemical shift nonequivalences large enough for the discrimination of the enantiomers. Studies with related compounds showed that the 1,3-disubstituted structure is crucial for the acid-solvating ability of the bisimidazoline compound.
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