<i>Trópos</i> and <i>Átropos</i> Biindole Chiral Electroactive Monomers: A Voltammetry and HPLC Comparative Insight

A series of 2,2’-biindole-based inherently chiral electroactive monomers are comparatively investigated with their 3,3’ analogues as an excellent study case two equivalent redox centres interacting through a torsional barrier. The twin peak potential splitting observed in voltammetry for the first oxidation biheteroaromatic core accounts energy barrier height: lower barrier, larger splitting, modulation by solvent and temperature. height is determining electrochemical spectroscopic features well configurational stability applicability enantioselection purposes. monomers, featuring large splittings CV, “trópos” systems low so they cannot exist stable enantiomers at room Instead 2,2’ isomers, much smaller splittings, “átropos” can be separated enantioselective HPLC into enantiomers, providing powerful “inherently chiral” selectors outstanding properties electroanalysis electrochemistry chiroptical spectroscopy, fascinating reciprocal correlations.