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Reference type: Journal
Authors: Sarhan A, Wulff G
Article Title: On polymers with enzyme-analogous structure .14. Stereospecific binding by amide bonding or electrostatic interaction.
Publication date: 1982
Journal: Makromolekulare Chemie-Macromolecular Chemistry And Physics
Volume: 183
Issue: (7)
Page numbers: 1603-1614.
DOI: 10.1002/macp.1982.021830702

Abstract: D-N-(4-vinylphenyl)carbamoylethylenedioxy(4-vinylphenyl)borane (1) with D-glyceric acid as template was copolymerized with technical divinylbenzene by a radical mechanism in the presence of various amounts of acetonitrile as an inert solvent. The resulting differences in the structure and swellability of the polymers are discussed in relation to the specificity of the polymers for the racemic resolution of D,L-glyceric acid. Some of these polymers were found to be able to bind glyceric acid with high optical enrichment by a covalent amide bond. To prevent the formation of the covalent amide bond during the intake reaction, the amide bond in the monomer is replaced by an ion pair relation. For this intention, the synthesis of an appropriate monomer 4-vinyltrimethylanilinium 2-(4-vinylphenyl)-1,3,2-dioxaborolan-4-carboxylate (2) and the investigation of the resulting polymers are described


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