Abstract: The influence of the structure of the binding sites in template-imprinted polymers on the selectivity for racemic resolution was investigated, taking boronic acids as the binding sites. A number of different polymerizable boronic acids, possessing varying degrees of flexibility between the polymerizable double bond and the boron, were synthesized and were bound to the phenyl a-D-mannopyranoside template. After polymerizing to highly crosslinked polymers and splitting off the template, the selectivity for racemic resolution of the racemate of the template was investigated. An inverse relationship between the flexibility of the binding sites and the selectivity for racemic resolution was observed

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