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Synthesis and rapid enantiomeric separation of the chiral mixed ligand [5-(4-hydroxybutyl)-5′-methyl-2,2′-bipyridine]-bis(1,10-phenanthroline)-ruthenium(II) complex by electrokinetic chromatography

✍ Scribed by Elisabeth Holder; Gabriele Trapp; Jost C. Grimm; Volker Schurig; Ekkehard Lindner


Publisher
Elsevier Science
Year
2002
Tongue
English
Weight
148 KB
Volume
13
Category
Article
ISSN
0957-4166

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✦ Synopsis


The chiral complex [5-(4-hydroxybutyl)-5%-methyl-2,2%-bipyridine]-bis(1,10-phenanthroline)ruthenium(II)-bis(hexafluoroantimonate) was successfully synthesized and fully characterized by two-dimensional 1 H and 13 C{ 1 H} NMR techniques (COSY and HMQC) as well as EA-and FAB-MS. A very fast separation of the D and L enantiomers with excellent efficiency and resolution was achieved by electrokinetic chromatography using anionic carboxymethyl-b-cyclodextrin as a chiral mobile phase additive. The optimum separation conditions were obtained with 50 mM borate buffer at pH 9 and 10 mg/ml of the chiral selector at 20°C. Attempts to separate the well known unmodified tris(2,2%-bipyridine)ruthenium(II) [Ru(bpy) 3 ]X 2 complex into its enantiomers under the same conditions were unsuccessful.


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