Electrochemistry of inherently chiral macrocyclic vs open-chain oligomers: reciprocal interactions between bibenzothiophene atropoisomeric cores?

We have recently introduced "inherently chiral" enantiopure electrode surfaces of outstanding chirality manifestations, including large potential differences for the enantiomers of chiral probes in voltammetry experiments. (1-5) They can be prepared by electrooligomerization from monomer 1, having an atropoisomeric dibenzothiophene core, and consist of a mixture of macrocyclic and openchain oligomers as those represented in the Figure, which we have electrochemically investigated one by one in detail. The results will be presented and discussed. Especially the macrocycles provide a quite attractive casebook of interactions between equivalent redox centers, possibly also requiring to take into account interactions between facing chains, especially in the case of the smaller ringlet.