Helicenes Grafted With 1,1,4,4-Tetracyanobutadiene Moieties: Π-Helical Push–Pull Systems With Strong Electronic Circular Dichroism And Two-Photon Absorption

Keywords

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

Abstract

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.

Publication Date

9-25-2018

Publication Title

Chemistry - A European Journal

Volume

24

Issue

54

Number of Pages

14484-14494

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1002/chem.201802763

Socpus ID

85053415861 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/85053415861

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