ISSN:
0025-116X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
New types of macroporous polymers containing chiral cavities were prepared for the racemic resolution of free sugars. As template monomers 6-O-methyl- and 6-O-benzyl-αD-galactopyranose 1,2;3,4-tetra-O-bis(4-vinylphenylboronate) (3c and b) as well as 1-O-methyl- and 1-O-benzyl-βD-fructopyranose 2,3;4,5-tetra-O-bis(4-vinylphenylboronate) (4c and b) were copolymerized with a large amount of ethylene dimethacrylate. After splitting off the respective templates, these polymers were used for the racemic resolution of the racemates of D,L-galactose and D,L-fructose, and also the racemates, of 1-O-methyl- and 1-O-benzyl-D,L-fructose. The polymer prepared from 3b yielded the highest selectivity for the racemic resolution of D,L-galactose. In the case of fructose the benzyl-ether-imprinted polymers yielded the highest selectivity, especially for 1-O-methyl-D,L-fructose separation. Polymers imprinted with D-galactose derivatives showed inverse selectivity by preferably absorbing L-fructose from the racemate. Polymerization at lower temperatures usually yielded more selective polymers.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/macp.1991.021920610
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