Radical‐Formation Management: Towards Aza‐Analogues of the Benzothioxanthene Imide - Archive ouverte HAL
Article Dans Une Revue ChemistryEurope Année : 2023

Radical‐Formation Management: Towards Aza‐Analogues of the Benzothioxanthene Imide

Darío Puchán Sánchez
  • Fonction : Auteur
Pierre Josse
Monika Mutovska
  • Fonction : Auteur
Benjamin Siegler
  • Fonction : Auteur
Magali Allain
Korentin Morice
  • Fonction : Auteur
Philippe Blanchard
Frédéric Gohier
  • Fonction : Auteur
Tangui Le Bahers
Cyrille Monnereau
Yulian Zagranyarski
  • Fonction : Auteur
Dominik Lungerich
  • Fonction : Auteur

Résumé

Abstract While benzothioxanthene imide ( BTI ) has shown promise in organic electronics and more recently in photodynamic therapy, its full potential remains yet undiscovered. In this context, this study repots the synthesis and characterization of aza derivatives in which the characteristic sulfur atom is replaced by an amino group. Adapted from the synthetic route of the BTI , a way was found to control the electronic structure of the radical intermediates, by means of a simple chemical modification. As a result, either the thermodynamically six‐membered or the kinetically favored five‐membered ring regioisomers can selectively be accessed. Photophysical rationalization of their structure‐property relationships confirmed the richness, versatility and tunability of this class of rylene imide‐based dyes.

Domaines

Chimie

Dates et versions

hal-04500800 , version 1 (12-03-2024)

Identifiants

Citer

Darío Puchán Sánchez, Pierre Josse, Monika Mutovska, Benjamin Siegler, Magali Allain, et al.. Radical‐Formation Management: Towards Aza‐Analogues of the Benzothioxanthene Imide. ChemistryEurope, 2023, 2 (1), pp.6264-6285. ⟨10.1002/ceur.202300071⟩. ⟨hal-04500800⟩
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