Summary
Reversed-phase, high-performance liquid chromatography (HPLC) on chemically bonded C18-phases with acetonitrile-water mobile phases, contianing platinum complexes like Zeise's salt C2H4PtCl3, the amine derivative C2H4−PtCl2−NH2−CH(CH3)−C6H5 or the amino acid compound C2H4−PtCl−OOC−CH(N(CH3)2)−C6H5 by analogy with argentation chromatography, was used to increase selectivity for the separation of various types of olefins, amines and heterocyclic compounds. On the other hand, normal-phase adsorption chromatography on silica with n-heptane, dichloromethane and n-propanol mobile phases proves to be an ideal tool for the analytical and preparative separation of diastereomeric platinum complexes of olefins, introduced by Gil-Av, that can be easily preparedin vitro, by the reaction of C2H4−PtCl−OOC−CH(N(CH3)2)−C6H5 with optically active olefins in CH2Cl2. The preparation of the intitial complex as well as its application to the separation of several interesting types of enantiomeric olefins is described and discussed. The number and amount of separable diastereomers formed by the above reaction is strongly influenced by sterical effects. By comparison of the chromatographic pattern of either racemic or partly racemic mixtures, it is possible to decide, which peaks belong to one or the other enantiomeric form of the olefin.
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Köhler, J., Schomburg, G. Liquid chromatography with and of platinum complexes. Chromatographia 14, 559–566 (1981). https://doi.org/10.1007/BF02262884
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DOI: https://doi.org/10.1007/BF02262884