Helicenes Grafted with 1,1,4,4‐Tetracyanobutadiene Moieties: π‐Helical Push–Pull Systems with Strong Electronic Circular Dichroism and Two‐Photon Absorption | Zendy

Bouvier Romain | Zendy; Durand Raphaël | Zendy; Favereau Ludovic | Zendy; SrebroHooper Monika | Zendy; Dorcet Vincent | Zendy; Roisnel Thierry | Zendy; Vanthuyne Nicolas | Zendy; Vesga Yuly | Zendy; Donnelly Julie | Zendy; Hernandez Florencio | Zendy; Autschbach Jochen | Zendy; Trolez Yann | Zendy; Crassous Jeanne | Zendy

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Helicenes Grafted with 1,1,4,4‐Tetracyanobutadiene Moieties: π‐Helical Push–Pull Systems with Strong Electronic Circular Dichroism and Two‐Photon Absorption

Author(s) -

Bouvier Romain,

Durand Raphaël,

Favereau Ludovic,

SrebroHooper Monika,

Dorcet Vincent,

Roisnel Thierry,

Vanthuyne Nicolas,

Vesga Yuly,

Donnelly Julie,

Hernandez Florencio,

Autschbach Jochen,

Trolez Yann,

Crassous Jeanne

Publication year - 2018

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201802763

Subject(s) - circular dichroism , enantiopure drug , two photon absorption , absorption (acoustics) , photochemistry , redox , magnetic circular dichroism , electron transfer , materials science , chemistry , crystallography , optics , physics , organic chemistry , enantioselective synthesis , spectral line , laser , composite material , catalysis , astronomy

Enantiopure P ‐ and M ‐carbo[6]helicenes substituted with one or two tetracyanobutadiene moieties at positions 2 and 15 have been prepared. Grafting of these electron‐accepting groups onto the π‐helical core resulted in strong charge‐transfer effects, which greatly affected the UV/Vis, electronic circular dichroism (ECD), and two‐photon absorption (TPA) responses. The ECD signal was found to be reversibly switched by applying a redox stimulus.

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