Tuning the Photophysical Properties of Aza-BODIPYs in the Near-Infrared Region by Introducing Electron-Donating Thiophene Substituents

This study presents the synthesis, the spectroscopic and electrochemical properties of new bis- and tetra-substituted azaboron-dipyrromethene (aza-BODIPY) dyes substituted by different electron donating groups connected to the aza-BODIPY core through a thiophene unit. In line with theoretical calculations, experimental measurements point out the positive impact of the thiophene group that behave as a secondary donor group leading to an enhancement of the intramolecular charge transfer process in comparison to previously reported aza-BODIPY dyes. This heterocycle has also been found to tune the oxidative potential and to stabilize the electro-generated species.

Mots clés

aza-BODIPY electrochemistry fluorescence intramolecular charge transfer (ICT) thiophene

Domaines

Chimie organique Chimie théorique et/ou physique

Fichier principal

Chemistry A European J - 2023 - Baron - Tuning the Photophysical Properties of Aza‐BODIPYs in the Near‐Infrared Region by.pdf (5.9 Mo)

Origine	Publication financée par une institution
Licence	Paternité

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https://hal.science/hal-04594916

Soumis le : lundi 3 juin 2024-10:59:39

Dernière modification le : mardi 12 novembre 2024-15:20:05

Dates et versions

hal-04594916 , version 2 (30-05-2024)

hal-04594916 , version 1 (03-06-2024)

Licence

Paternité

Identifiants

HAL Id : hal-04594916 , version 1
DOI : 10.1002/chem.202301357
PUBMED : 37272206

Citer

Thibaut Baron, Valentin Maffeis, Christophe Bucher, Boris Le Guennic, Akos Banyasz, et al.. Tuning the Photophysical Properties of Aza-BODIPYs in the Near-Infrared Region by Introducing Electron-Donating Thiophene Substituents. Chemistry - A European Journal, 2023, 29 (49), pp.e202301357. ⟨10.1002/chem.202301357⟩. ⟨hal-04594916v1⟩

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