Synthesis of copper(II) complexes of asymmetric resins prepared by attachment of α-amino acids to crosslinked polystyrene

Abstract

In order to use ligand exchange resins for chromatographic resolution of racemic compounds, two series of asymmetric sorbents were prepared by attachment of various optically active α-amino acids onto crosslinked polystyrene. Chloromethylated and chlorosulfonated styrene–divinylbenzene copolymers were prepared and then treated with α-amino acids. Results show that reaction of α-amino acids with polystyrene could be carried to a substitution of 15% to 40% of the aromatic rings depending on many parameters. Stable copper(II) complexes of the asymmetric resins were prepared. Potentiometric methods were adapted to the case of insoluble materials such as resins. These methods indicate that bis-chelate complexes are formed.