Poly(pyrroles) containing chiral side chains: effect of substituents on the chiral recognition in the doped as well as in the undoped state of the polymer film

The chiral discrimination of different poly(pyrroles) grafted by chiral sid e chains was investigated both in the doped and undoped state of the polyme r films. To verify the enantioselective properties in the doped state, cycl ic voltammograms were recorded in acetonitrile in the presence of the enant iomers of camphorsulfonic acid and the potentiodynamic polymerization of th e appropriate monomers was performed using the same chiral electrolytes. Th e enantiomericrecognition in the undoped state was investigated by the appl ication of these modified electrode surfaces in the enantio selective elect roreduction of the prochiral ketones 4-methyl benzophenone and 2,5-dimethyl benzophenone. One polymer exhibits a recognition ability in the doped stat e; the investigation for the undoped state is in progress. A second polymer does not show enantioselective properties either in the doped nor in the u ndoped state.