A Practical Solvating Agent for the Chiral NMR Discrimination of Carboxylic Acids

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초록

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.

키워드

ChiralityChiral auxiliariesEnantiomeric purityNMR spectroscopyBRANCHED NONCOVALENT COMPLEXESSHIFT-REAGENTRECOGNITIONVERSATILERECEPTORSITES
제목
A Practical Solvating Agent for the Chiral NMR Discrimination of Carboxylic Acids
저자
Kim, Seon-miChoi, Kihang
DOI
10.1002/ejoc.201100692
발행일
2011-09
유형
Article
저널명
European Journal of Organic Chemistry
2011
25
페이지
4747 ~ 4750