Gas‐chromatographic separation of tri(hetero)halogenomethane enantiomers
- 1 January 2005
- Vol. 17 (8), 488-493
- https://doi.org/10.1002/chir.20191
Abstract
Five‐atomic tri(hetero)halogenomethanes represent the simplest class of non‐isotopic small chiral molecules suitable for the study of fundamental aspects of chirality. The analytical gas‐chromatographic separation of the enantiomers of bromochlorofluoromethane 1 and of chlorofluoroiodomethane 2 on the immobilized chiral stationary phase octakis(3‐O‐butanoyl‐2,6‐di‐O‐n‐pentyl)‐γ‐cyclodextrin 3, chemically linked to polydimethylsiloxane, is described. By temperature‐dependent thermodynamic measurements very low isoenantioselective temperatures Tiso are found and for optimum enantiomeric separations cryogenic temperatures are required. The ee values of enantiomerically enriched tri(hetero)halogenomethanes 1 and 2 are determined and relative configurations are correlated with the chromatographic elution order of 1 and 2 on 3. © 2005 Wiley‐Liss, Inc. Chirality 17:488–493, 2005.Keywords
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