Summary
The polysiloxane backbone of the gas chromatography phase Chirasil-Val has been modified by replacing one methyl group per dialkylsiloxy unit by pentyl and hexyl groups, respectively. The new phases offer the advantage of reduced polarities and softening points, while the separation factors (α) of enantiomeric pairs of N,O-trifluoroacetyl amino acid propyl esters show small but intriguing deviations from those determined on Chirasil-Val.
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References
B. Koppenhoefer, U. Mühleck, K. Lohmiller, J. Chromatogr.699, 215 (1995).
B. Koppenhoefer, U. Mühleck, M. Walser, K. Lohmiller, J. Chromatogr. Sci.33, 244 (1995).
H. Frank, G.J. Nicholson, E. Bayer, J. Chromatogr. Sci.15, 174 (1977).
E. Bayer, Z. Naturforsch.38b, 1281 (1983).
E. Bayer, H. Frank, J. Gerhardt, G. J. Nicholson, J. Assoc. Off. Anal. Chem.70, 234 (1987).
E. Bayer, G. J. Nicholson, H. Frank, in C. W. Gehrke, K. C. T. Kuo, R. W. Zumwalt, (Ed.), “Amino acid analysis by Gas chromatography”, Vol. II, Chapter 2, CRC Press, Inc., Boca Raton (FL, USA), 1987.
B. Koppenhoefer, E. Bayer, in F. Bruner, (Ed.), “The Science of Chromatography”, Elsevier, Amsterdam (NL) 1985, p. 1.
B. Koppenhoefer, E. Bayer, Chromatographia19, 123 (1984).
B. Koppenhoefer, B. Lin, J. Chromatogr.481, 17 (1989).
B. Koppenhoefer, M. Hummel, Z. Naturforsch.47b, 1034 (1992).
K. Lohmiller, E. Bayer, B Koppenhoefer, J. Chromatogr.634, 65 (1993).
L. Lepori, B. Koppenhoefer, J. Phys. Chem.98, 6862 (1994).
E. Gil-Av, B. Feibush, R. Charles-Sigler, Tetrahedron Lett.1966, 1009.
V. Schurig, Angew. Chem. Int. Ed. Engl.23, 747 (1984).
W.A. König, “The Practice of Enantiomer Separation by Capillary Gas Chromatography”, Hüthig, Heidelberg (Germany), 1987.
T. Hobo, S. Suzuki, K. Watabe, E. Gil-Av, Anal. Chem.57, 362 (1985).
M. Walser, “Thesis”, University of Tübingen, Tübingen (Germany), 1987.
J.L. Speier, J.A. Webster, G.H. Barnes, J. Am. Chem. Soc.79, 974 (1957).
A.N. Nesmeyanov, R.Kh. Freidlina, E.C. Chukovskaya, Tetrahedron1, 248 (1957).
L. Moroder, A. Hallett, E. Wünsch, O. Keller, G. Wersin, Hoppe-Seyler's Z. Physiol. Chem.357, 1651 (1976).
V. Dourtoglou, B. Gross, V. Lambropoulou, C. Zioudrou, Synthesis (Stuttgart)1984, 572.
V. Dourtoglou, J.-C. Ziegler, B. Gross, Tetrahedron Lett.1978, 1269.
H. Frank, G.J. Nicholson, E. Bayer, J. Chromatogr.146, 197 (1978).
H. Frank, G.J. Nicholson, E. Bayer, J. Chromatogr.167, 187 (1978).
W. Woiwode, H. Frank, G.J. Nicholson, E. Bayer, Chem. Ber.111, 3711 (1978).
H. Frank, W. Woiwode, G. Nicholson, E. Bayer, Liebigs Ann. Chem.1981, 354.
G.J. Nicholson, H. Frank, E. Bayer, J. High Resolut. Chromatogr. Chromatogr. Commun.2, 411 (1979).
E. Schulte, Chromatographia9, 315 (1976).
K. Grob, “Making and Manipulating Capillary Columns for Gas chromatography”, Hüthig Verlag, Heidelberg, (Germany) 1986, p. 105.
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Part I of this series see Ref. [1]; part II see Ref. [2].
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Koppenhoefer, B., Mühleck, U. & Lohmiller, K. Backbone modification of Chirasil-Val: Effect of nonpolar side chains on enantiomer separation in gas chromatography. Chromatographia 40, 718–723 (1995). https://doi.org/10.1007/BF02315143
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DOI: https://doi.org/10.1007/BF02315143