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

Author:

Baron Thibaut1,Maffeis Valentin1,Bucher Christophe1ORCID,Le Guennic Boris2,Banyasz Akos1ORCID,Jacquemin Denis34ORCID,Berginc Gérard5,Maury Olivier1ORCID,Andraud Chantal1ORCID

Affiliation:

1. Laboratoire de Chimie, UMR 5182 ENS Lyon, CNRS, Université Lyon 1 46 Allée d'Italie 69364 Lyon France

2. Univ Rennes, CNRS ISCR (Institut des Sciences Chimiques de Rennes) UMR 6226 35000 Rennes France

3. Nantes Université, CNRS CEISAM, UMR-6230 44000 Nantes France

4. Institut Universitaire de France (IUF) 75005 Paris France

5. Thales LAS France 2 Avenue Gay Lussac 78990 Élancourt France

Abstract

AbstractThis 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.

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Cited by 1 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. The photoinactivation of pathogenic bacteria using synthesized benzodioxole-BODIPY dyes;Journal of Photochemistry and Photobiology A: Chemistry;2024-05

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