Small Panchromatic and NIR Absorbers from Quinoid Zwitterions.
Fiche publication
Date publication
septembre 2020
Journal
Organic letters
Auteurs
Membres identifiés du Cancéropôle Est :
Dr ELHABIRI Mourad
Tous les auteurs :
Ruiz AT, Bousquet MHE, Pascal S, Canard G, Mazan V, Elhabiri M, Jacquemin D, Siri O
Lien Pubmed
Résumé
The transamination of oxoaminobenzoquinonemonoimine (BQI derivatives), an unconventional zwitterionic quinone, allows isolation of a series of compounds featuring electron-donating aryl auxochromes. The substitution has a very strong impact on the electrochemical and optical features, which is rationalized by theoretical calculations. Protonation and alkylation of the BQIs toward the corresponding cations lead to surprising red-shifts of the absorption, especially in the instance of the most electron-rich dyes that exhibit panchromatic absorption spanning up to the near-infrared (NIR) region, a remarkable achievement for such small molecules.
Référence
Org. Lett.. 2020 Sep 29;: