Helicenes Grafted with 1,1,4,4-Tetracyanobutadiene Moieties: &#960;-Helical Push-Pull Systems with Strong Electronic Circular Dichroism and Two-Photon Absorption.

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

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

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

Afiliação

Bouvier R; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Durand R; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Favereau L; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Srebro-Hooper M; Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387, Krakow, Poland.
Dorcet V; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Roisnel T; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Vanthuyne N; Aix Marseille Université, CNRS, Centrale Marseille, iSm2, 13007, Marseille, France.
Vesga Y; Department of Chemistry, The College of Optics and Photonics, CREOL, University of Central Florida, Orlando, FL, 32816-2366, USA.
Donnelly J; Department of Chemistry, The College of Optics and Photonics, CREOL, University of Central Florida, Orlando, FL, 32816-2366, USA.
Hernandez F; Department of Chemistry, The College of Optics and Photonics, CREOL, University of Central Florida, Orlando, FL, 32816-2366, USA.
Autschbach J; Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY, 14260, USA.
Trolez Y; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.
Crassous J; Université Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR6226, 35000, Rennes, France.

Chemistry ; 24(54): 14484-14494, 2018 Sep 25.

Article em En | MEDLINE | ID: mdl-29995309

RESUMO

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.

Palavras-chave

charge transfer; chiroptical activity; helicenes; tetracyanobutadiene; two-photon absorption

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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article

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