Authors: Sarhan A
, Wulff G
Enzyme-analog built polymers .13. On the introduction of amino and boronic acid groups into chiral polymer cavities.
Publication date: 1982
Journal: Makromolekulare Chemie-Macromolecular Chemistry And Physics
Abstract: With the aid of D-glyceric acid as a template, an amino- and a boronic acid group, respectively, were introduced in a defined steric arrangement into polymers. For this, the monomer D-N-(4-vinylphenyl)carbamoylethylenedioxy(4-vinylphenyl)borane (1) was copolymerized into macroporous polymers under various conditions. The template D-glyceric acid was split off from the polymer with 20% HCl in methanol. The specificity of the polymers obtained with one amino- and one boronic acid group, respectively, per cavity was derived from their ability to resolve racemic glyceric acid. Racemic resolution was also observed on equilibration of the polymers with D,L-methyl glycerate and D,L-glyceraldehyde
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