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

Romain BouvierRaphaël DurandLudovic Favereau Monika Srebro-HooperVincent DorcetThierry RoisnelNicolas VanthuyneYuly VesgaJulie DonnellyFlorencio E Hernandez Jochen Autschbach Yann Trolez Jeanne Crassous

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)

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.

Keyphrases

living cells
molecular docking
monte carlo
solar cells
molecular dynamics simulations