Redox and optically active carbohelicene layers prepared by potentiodynamic polymerization

[Display omitted] •Cyclic voltammetry of carbohelicenes (n = 5–7) at high scan rates is reported.•Advanced experimental protocol for electropolymerization of helicenes is covered.•Impedimetric evaluation of polymeric [6]helicene layers was performed.•Chiral properties of polymeric [6]helicene was co...

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Veröffentlicht in:Electrochemistry communications 2020-04, Vol.113, p.106689, Article 106689
Hauptverfasser: Hrbac, Jan, Pavelka, Vit, Crassous, Jeanne, Zadny, Jaroslav, Fekete, Ladislav, Pokorny, Jan, Vanysek, Petr, Storch, Jan, Vacek, Jan
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Sprache:eng
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Zusammenfassung:[Display omitted] •Cyclic voltammetry of carbohelicenes (n = 5–7) at high scan rates is reported.•Advanced experimental protocol for electropolymerization of helicenes is covered.•Impedimetric evaluation of polymeric [6]helicene layers was performed.•Chiral properties of polymeric [6]helicene was confirmed by CD active band at 330 nm. This short paper describes the preparation of thin layers based on carbohelicenes, which are inherently chiral polyaromatics existing in the enantiomeric forms P and M. Specifically, [5]-, [6]- and [7]helicene were subjected to redox cycling between −1.5 and 1.5 V vs. ferrocene/ferrocenium at a scan rate of 10 V/s. This way, enantiopure layers exhibiting redox activity were formed on the surfaces of the glassy carbon and ITO electrodes under anoxic and non-aqueous conditions. The properties of the prepared polymer layers were investigated using electrochemistry with Fe/Ru redox probes, circular dischroism, AFM, impedance measurement and Raman spectroscopy. With [6]helicene, the suggested electropolymerization procedure thus represents a proof-of-concept for the preparation of chiral carbonaceous surfaces.
ISSN:1388-2481
DOI:10.1016/j.elecom.2020.106689