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

Romain Bouvier; Raphael Durand; Ludovic Favereau; Monika Srebro-Hooper; Vincent Dorcet; Thierry Roisnel; Nicolas Vanthuyne; Yuly Vesga; Julie Donnelly; Florencio Hernandez; Jochen Autschbach; Yann Trolez; Jeanne Crassous

doi:10.1002/chem.201802763

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

Romain Bouvier ¹ Raphael Durand ¹ Ludovic Favereau ¹ Monika Srebro-Hooper ² Vincent Dorcet ¹ Thierry Roisnel ¹ Nicolas Vanthuyne ³ Yuly Vesga ⁴ Julie Donnelly ⁴ Florencio Hernandez ⁴ Jochen Autschbach ⁵ Yann Trolez ¹ Jeanne Crassous ¹

1 ISCR - Institut des Sciences Chimiques de Rennes

2 UJ - Jagiellonian University [Krakow]

3 ISM2 - Institut des Sciences Moléculaires de Marseille

4 University of Central Florida [Orlando]

5 SUNY Buffalo - State University of New York at Buffalo

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.

Keywords : Charge Transfer chiroptical activity helicene tetracyanobutadiene two-photon absorption

Type de document :

Article dans une revue

Chemistry - A European Journal, Wiley-VCH Verlag, 2018, 〈10.1002/chem.201802763〉

Domaine :

Chimie

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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01862495
Contributeur : Laurent Jonchère <>
Soumis le : jeudi 30 août 2018 - 15:09:51
Dernière modification le : lundi 4 mars 2019 - 14:04:10

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

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

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