Abstract
As far as commercially-available chiral stationary phases (CSPs) are concerned there are, at the present time, no ‘other direct resolution methods’ than those already mentioned in Part 3 of this book. Even for less common direct methods, such as those which have only been used in a research environment, the categorization used in the rest of Part 3 is virtually all-encompassing. However there are some other direct chiral resolution methods about which it is worth knowing. They may for instance provide the basis for some chiral I resolution method which may become commercially available and popularized in the future, or else they may provide further useful insights into the whole process of chiral recognition. Most of these other methods are in fact only minor variations on the categories discussed already, but there are also some more novel methods of achieving enantiomeric resolution.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsPreview
Unable to display preview. Download preview PDF.
References
Bhushan, R. and Ali, I. (1988) Resolution of enantiomeric amino acids on berberine impregnated silica plates. Fresenius Z. Anal. Chem. 329, 793.
Carunchio, V., Girelli, A.M., Messina, A. and Sinibaldi, M. (1987) Chitosan-coated silica gel as a new support in high-performance liquid chromatography. Chromatographia 23, 731.
Charles, R. and Gil-Av, E. (1984) Self-amplification of optical activity by chromatography on an achiral adsorbent. J. Chromatogr. 298, 516.
Cundy, K.C. and Crooks, P.A. (1983) Unexpected phenomenon in the high-performance liquid chromatographic analysis of 14C-labelled nicotine: separation of enantiomers in a totally achiral system. J. Chromatogr. 281, 17.
Dharanipragada, R., Ferguson, S.B. and Diederich, F. (1988) A novel optically active host: design, computer graphics, synthesis, and diastereomer complex formation in aqueous solution. J. Amer. Chem. Soc. 110, 1679.
Dobashi, A., Motoyama, Y., Kinoshita, K., Hara, S. and Fukasaka, N. (1987) Self-induced chiral recognition in the association of enantiomeric mixtures on silica gel chromatography. Anal. Chem. 59, 2209.
Erlandsson, P. and Nilsson, S. (1987) Albumin fragments used as chiral stationary phases. 11th Int. Symp. on Column Liquid Chromatography, Amsterdam, The Netherlands.
Gassend, R., Duprat, F. and Gau, G. (1987) Inductive adsorption as a new approach to amine enantiomer resolution. J. Chromatogr. 404, 87.
Iwaki, K., Yoshida, S., Nimura, N., Kinoshita, T., Takeda, K. and Ogura, H. (1987) Preparation of chiral stationary phase via activated carbamate intermediate for liquid chromatographic optical resolution. Chromatagraphia 23, 727.
Kim, Y.H., Tishbee, A. and Gil-Av, E. (1980) Chiral recognition by small biological molecules. Resolution of helicenes on silica gel coated with riboflavin. J. Amer. Chem. Soc. 102, 5915.
Kim, Y.H., Tishbee, A. and Gil-Av, E. (1982) Chiral differentiation by the P-( + )-hexahelicene-7, 7′-dicarboxylic acid disodium salt. Resolution of N-2, 4-dinitrophenyl-α-amino-acid esters by high performance liquid chromatography. J. Chem. Soc. Chem. Commun., 1336.
Konrad, G. and Musso, H. (1986) Chromatographic resolution of enantiomers with natural polymers. Liehigs Ann. Chem., 1956.
Kurganov, A.A., Facklam, C. and Davankov, V.A. (1987) Enantiomeric resolution of cyclopentadienyl-rhodium-norbornadiene complexes using outer-sphere ligand-exchange HPLC. 11th Int. Symp. on Column Liquid Chromatography, Amsterdam, The Netherlands.
Matlin, S.A., Lough, W.J., Chan, L., Abram, D.M.H. and Zhou, Z. (1984) Asymmetric induction in cyclopropanation with homogeneous and immobilised chiral metal β-diketonate catalysts. J. Chem. Soc. Chem. Commun., 1038.
Matlin, S.A., Stacey, V.E. and Lough, W.J. (1988) Hexahelicene chiral stationary phase. Part I. Phase synthesis and use in HPLC resolution of enantiomers. J. Chromatogr. 450, 157.
Nakazawa, H., Sakaguchi, U. and Yoneda, H. (1981) Chromatographic study of optical resolution. VII. Directional ion-association model for the optical resolution of cis-(Co(O)2(N)4)+ type of complexes by the antimony d-tartrate ion. J. Chromatogr. 213, 323.
Pesek, J.J. and Swedberg, S.A. (1986) Allyl-bonded stationary phase as possible intermediate in the synthesis of novel high-performance liquid chromatographic phases. J. Chromatogr. 361, 83.
Schulze, J. and Konig, W.A. (1986) Enantiomer separation by high-performance liquid chromatography on silica gel with covalently bound monosaccharides. J. Chromatogr. 355, 165.
Shinbo, T., Yamaguchi, T., Nishimura, K. and Sugiura, M. (1987) Chromatographic separation of racemic amino acids by use of chiral crown ether-coated reversed-phase packings. J. Chromatogr. 405, 145.
Sousa, L.R., Hoffman, D.H., Kaplan, L. and Cram, D.J. (1974) Total optical resolution of amino esters by designed host-guest relationships in molecular complexation. J. Amer. Chem. Soc. 96, 7100.
Tsai, W.-L., Hermann, K., Hug, E., Rohde, B. and Dreiding, A.S. (1985) Enantiomer differentiation induced by an enantiomeric excess during chromatography with achiral phases. Helv. Chim. Acta 68, 2238.
Wilcox, C.S., Greer, L.M. and Lynch, V. (1987) Synthesis of chiral molecular clefts. New armatures for biomimetic systems. J. Amer. Chem. Soc. 109, 1865.
Yamagishi, A. and Ohnishi, R. (1983) Resolution of inorganic and organic compounds on a \( \wedge - Ru(phen)_3^{2\, + } \) montmorillonite column. VII Int. Symp. on Column Liquid Chromatography, Baden-Baden, West Germany.
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1989 Chapman & Hall
About this chapter
Cite this chapter
Lough, W.J. (1989). Other direct chiral resolution methods. In: Lough, W.J. (eds) Chiral Liquid Chromatography. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0861-1_12
Download citation
DOI: https://doi.org/10.1007/978-94-009-0861-1_12
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-6875-8
Online ISBN: 978-94-009-0861-1
eBook Packages: Springer Book Archive