Helicenes grafted with 1,1,4,4-tetracyanobutadiene moieties pi-helical push-pull systems with strong electronic circular dichroism and two-photon absorption

Abstract : Enantiopure P- and M-carbo[6]helicenes substituted with one or two tetracyanobutadienes in positions 2 and 15 have been prepared. Grafting of these accepting groups on the pi-helical core resulted in strong charge transfer effects which highly affected UV-visible, electronic circular dichroism and two-photon absorption responses. The ECD signal was found to be reversibly switched by applying a redox stimulus.
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Romain Bouvier, Raphael Durand, Ludovic Favereau, Monika Srebro-Hooper, Vincent Dorcet, et al.. Helicenes grafted with 1,1,4,4-tetracyanobutadiene moieties pi-helical push-pull systems with strong electronic circular dichroism and two-photon absorption. Chemistry - A European Journal, Wiley-VCH Verlag, 2018, ⟨10.1002/chem.201802763⟩. ⟨hal-01862495⟩

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