Enantioseparation of chiral organochlorines on permethylated β- and γ-cyclodextrin, as well as 1:1 mixtures of them

Journal of Chromatographic Science

Volumn 44, Issue 10, 2006, Pages 596-601

  Vetter, Walter ^a   Lehnert, Katja ^a   Hottinger, Georg ^b  

^a UNIVERSITY OF HOHENHEIM   (Germany)

^b BGB Analytik KG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33947102052     PISSN: 00219665     EISSN: None     Source Type: Journal    
DOI: 10.1093/chromsci/44.10.596     Document Type: Article

References (38)

1. W. Vetter and K. Bester. "Gas chromatographic enantioseparation of chiral pollutants-techniques and results". In Chiral Analysis, K.W. Busch and M.A. Busch, Eds, Elsevier, Amsterdam, the Netherlands, 2006.
2. W. Vetter and V. Schurig. Enantioselective determination of chiral organochlorines in biota on modified cyclodextrins by gas chromatography. J. Chromatogr. A 774: 143-75 (1997).
3. R. Kallenborn and H. Hühnerfuss. Chiral Evironmental Pollutants. Springer, Berlin Heidelberg, Germany, 2001.
4. S.D. Richardson. Water analysis: Emerging contaminants and current issues. Anal. Chem. 75: 2831-57 (2003).
5. V. Schurig. Chiral separations using gas chromatography. Trends Anal. Chem. 21: 647-61 (2002).
6. Z. Juvancz, G. Alexander, and J. Szejtli. Permethylated β-cyclodextrin as stationary phase in capillary gas chromatography. J. High Resolut. Chromatogr. 10: 105-107 (1987).
7. W.A. König. Gas Chromatographic Enantiomer Separation with Modified Cyclodextrins. Hüthig, Heidelberg, Germany, 1992.
8. V. Schurig and H.-P. Nowotny. Separation of enantiomers on diluted permethylated β-cyclodextrin by high-resolution gas chromatography. J. Chromatogr. 441: 155-63 (1988).
9. W. Armstrong, W.Y. Li, and J. Pitha. Reversing enantioselectivity in capillary gas chromatography with polar and nonpolar cyclodextrin derivative phases. Anal. Chem. 62: 214-17 (1990).
10. A. Dietrich, B. Maas, V. Karl, P. Kreis, D. Lehmann, B. Weber, and A. Mosandl. Stereoisomeric flavor compounds. Part LV: stereodifferentiation of some chiral volatiles on heptakis(2,3-di-O-acetyl-6-O-tert- butyldimethylsilyl)-β-cyclodextrin. J. High Resolut. Chromatogr. 15: 176-79 (1992).
11. W. Blum and R. Aichholz. Gas chromatographic enantiomer separation on tert-butyldimethylsilylated β-cyclodextrin diluted in PS-086. Simple method to prepare enantioselective glass capillary columns. J. High Resolut. Chromatogr. 13: 515-18 (1990).
12. W.A. König, R. Krebber, and P. Mischnick. Cyclodextrins as chiral stationary phases in capillary gas chromatography. Part V: octakis(3-O- butyryl-2,6-di-O-pentyl)-β-cyclodextrin. J. High Resol. Chromatogr. 12: 732-38 (1989).
13. W. Vetter. Enantioselective fate of chiral chlorinated hydrocarbons and their metabolites in environmental samples. Food Rev. Int. 71: 113-82 (2001).
14. H.-R. Buser and M.D. Müller. Isomeric and enantiomeric composition of different commercial toxaphenes and chlorination products of (+)- and (-)-camphenes. J. Agric. Food Chem. 42: 393-400 (1994).
15. R. Kallenborn, M. Oehme, W. Vetter, and H. Parlar. Enantiomer selective separation of toxaphene congeners isolated from seal blubber and obtained by synthesis. Chemosphere 28: 89-98 (1994).
16. U. Klobes, W. Vetter, B. Luckas, and G. Hottinger. Enantioseparation of compounds of technical toxaphene (CTTs) on 35% heptakis(6-O-tert.- butyldimethylsilyl-2,3-di-O-methyl)-β-cyclodextrin diluted in OV1701. Chromatographia 47: 565-69 (1998).
17. A. Jaus and M. Oehme. Enantioselective behaviour of ethylated β-cyclodextrins as GC stationary phases for chlorinated pesticides and phase characterisation by HPLC. Chromatographia 50: 299-304 (1999).
18. W. Vetter and B. Luckas. Enantioselective fate of persistent and partly degradable toxaphene components in high trophic level biota. Chemosphere 41: 499-506 (2000).
19. V. Schurig. Personal communication to W. Vetter. March, 2000.
20. W. Vetter, U. Klobes, B. Luckas, and G. Hottinger. Use of 6-O-tert-butyldimethylsilylated β-cyclodextrins for the enantioseparation of chiral organochlorines. J. Chromatogr. A 846: 375-81 (1999).
21. S. Ruppe, W. Vetter, B. Luckas, and G. Hottinger. Application of well-defined β-cyclodextrins for the enantioseparation of compounds of technical toxaphene and further organochlorines. J. Microcol. Sep. 12: 541-48 (2000).
22. M. Oehme, L. Müller, and H. Karlsson. High-resolution chromatographic test for the characterisation of enantioselective separation of organochlorine compounds. Application to tert.-butyldimethylsilyl β-cyclodextrin. J. Chromatogr. A 775: 275-85 (1997).
23. T. Zhang and E. Francotte. Chromatographic properties of composite chiral stationary phases based on cellulose derivatives. Chirality 7: 425-33 (1995).
24. S. Allenmark. A note concerning chromatography on mixed chiral stationary phases. Enantiomer 4: 67-69 (1999).
25. P.A. Levkin, A. Ruderisch, and V. Schurig. Combining the enantioselectivity of a cyclodextrin and a diamide selector in a mixed binary gas-chromatographic chiral stationary phase. Chirality 18: 49-63 (2006).
26. W. Vetter, U. Klobes, B. Luckas, G. Hottinger, and G. Schmidt. Determination of (+/-) elution orders of chiral organochlorines by HPLC with a chiral detector and enantioselective gas chromatography. J. - Assoc. Off. Anal. Chem. 81: 1245-51 (1998).
27. W. Vetter and B. Luckas. Synthesis, isolation, and chromatography of perdeuterated ±-1,2,3,4,5,6-hexachlorocyclohexane. J. High Resolut. Chromatogr. 18: 643-46 (1995).
28. V. Schurig, M. Jung, D. Schmalzing, M. Schleimer, J. Duvekot, J.C. Buyten, J.A. Peene, and P. Mussche. CGC enantiomer separation on diluted cyclodextrin derivatives coated on fused silica columns. J. High Resolut. Chromatogr. 13: 470-74 (1990).
29. V. Schurig. Enantiomer separation by gas chromatography on chiral stationary phases. J. Chromatogr. A 666: 111-29 (1994).
30. M. Jung, D. Schmalzing, and V. Schurig. Theoretical approach to the gas chromatographic separation of enantiomers on dissolved cyclodextrin derivatives. J. Chromatogr. 552: 43-57 (1991).
31. W.A. König, D. Icheln, T. Runge, B. Pfaffenberger, P. Ludwig, and H. Hühnerfuss. Gas chromatographic enantiomer separation of agrochemicals using modified cyclodextrines. J. High Resolut. Chromatogr. 14: 530-36 (1991).
32. H.-R. Buser, M.D. Müller, and C. Rappe. Enantioselective determination of chlordane components using chiral high-resolution gas chromatography-mass spectrometry with application to environmental samples. Environ. Sci. Technol. 26: 1533-40 (1992).
33. R.L. Falconer, T.F. Bidleman, and D.J. Gregor. Air-water gas exchange and evidence for metabolism of hexachlorocyclohexanes in Resolute Bay, N.W.T. Sci. Total Environ. 160/161: 65-73 (1995).
34. Z. Juvancz and P. Petersson. Enantioselective gas chromatography. J. Microcol. Sep. 8: 99-114 (1996).
35. Anonymous. Supelco capillary GC columns. Supleco Bulletin 875c (1999).
36. S. Tamogami, K.-I. Awano, M. Amaike, Y. Takagi, and T. Kitahara. Development of an efficient GLC system with a mixed chiral stationary phase and its application to the separation of optical isomers. Flavour Fragrance J. 16: 349-52 (2001).
37. A. Ruderisch, J. Pfeiffer, and V. Schurig. Mixed chiral stationary phase containing modified resorcinarene and β-cyclodextrin selectors bonded to a polysiloxane for enantioselective gas chromatography. J. Chromatogr. A 994: 127-35 (2003).
38. M. Bayer and A. Mosandl. Improved gas chromatographic stereodifferentiation of chiral main constituents from different essential oils using a mixture of chiral stationary phases. Flavour Fragrance J. 19: 515-17 (2004).