A Strategy to Design Substituted Tetraamino-Phenazine Dyes and Access to an NIR-Absorbing Benzoquinonediimine-Fused Quinoxaline.
Fiche publication
Date publication
mai 2023
Journal
Organic letters
Auteurs
Membres identifiés du Cancéropôle Est :
Dr ELHABIRI Mourad
Tous les auteurs :
Munteanu T, Mazan V, Elhabiri M, Benbouziyane C, Canard G, Jacquemin D, Siri O, Pascal S
Lien Pubmed
Résumé
The straightforward access to N- or C-substituted dinitro-tetraamino-phenazines () is enabled in oxidative conditions via formation of two intermolecular C-N bonds from accessible 5-nitrobenzene-1,2,4-triamine precursors. The photophysical studies revealed green absorbing and orange-red emitting dyes, with enhanced fluorescence in the solid state. Further reduction of the nitro functions led to the isolation of a benzoquinonediimine-fused quinoxaline (), which undergoes diprotonation to form a dicationic coupled trimethine dye absorbing beyond 800 nm.
Référence
Org Lett. 2023 05 22;: