Premium
Online coupling of enantioselective capillary gas chromatography with proton nuclear magnetic resonance spectroscopy
Author(s) -
Kühnle Maximilian,
Kreidler Diana,
Holtin Karsten,
Czesla Harri,
Schuler Paul,
Schurig Volker,
Albert Klaus
Publication year - 2010
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20840
Subject(s) - chemistry , enantioselective synthesis , enantiomer , diastereomer , nuclear magnetic resonance spectroscopy , mass spectrometry , chirality (physics) , gas chromatography , spectroscopy , structural isomer , cyclodextrin , analytical chemistry (journal) , chromatography , stereochemistry , organic chemistry , nuclear physics , catalysis , nambu–jona lasinio model , chiral symmetry breaking , quantum mechanics , quark , physics
The hyphenation of enantioselective capillary gas chromatography and mass spectrometry is not always sufficient to distinguish between structural isomers, thus requiring peak identification by NMR spectroscopy. Here the first online coupling of enantioselective capillary gas chromatography with proton nuclear resonance spectroscopy is described for the unfunctionalized chiral alkane 2,4‐dimethylhexane resolved on octakis(6‐ O ‐methyl‐2,3‐di‐ O ‐pentyl)‐γ‐cyclodextrin at 60°C. NMR allows constitutional and configurational isomers (diastereomers and enantiomers) to be distinguished. Enantiomers display identical spectra at different retention times, which enable an indirect identification of these unfunctionalized alkanes. The presented method is still at an early development stage, and will require instrumental optimization in the future. Chirality 2010. © 2010 Wiley‐Liss, Inc.