The availability of materials able to couple electroactivity and enantio­re­cog­ni­tion capability is an ambitious objective of the current chemical research, aiming to both elec­tri­cally triggered enantioselective electron transfers and electri­cally moni­tored enantio­selective recognitions. Ideal candidates are organic con­duct­ing poly­mers, several of which have been functionalized with chiral pendants; this "loca­lized" approach, however, appears to lead to poor chirality manifestations. We present inherently chiral conducting films pre­pared by electropolymerization of monomers like the TBTX mole­cu­le in the figure, where chirality is owed to a tailored torsion in­­ter­nally pro­duced along the whole conjugated back­bone, and not to the presence of stereocentres external to the conjugated chain. Both enantio­mer films have been characterized together with the racemate one by CV, EIS, and circular di­chro­ism with in-situ electrochemistry. Positive charge in­jec­tion, reducing the torsion angle to achieve better π system conjugation, results in a fully rever­sible "breath­ing" process of the 3D chiral con­duct­ing net­­­work upon po­tential cy­cling. Enan­tio­re­cog­nition ca­pa­bi­lity tests on chiral probe molecules are in progress.

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