Al(III) and Ga(III) Bisphenolate Azadipyrromethene-Based "N(2)O(2)" Complexes as Efficient NIR-Fluorophores - Institut de Chimie Moléculaire de l'Université de Bourgogne Accéder directement au contenu
Article Dans Une Revue Inorganic Chemistry Année : 2023

Al(III) and Ga(III) Bisphenolate Azadipyrromethene-Based "N(2)O(2)" Complexes as Efficient NIR-Fluorophores

Laura Abad Galán
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Jean Rouillon
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Shaymaa Al Shehimy
Arnaud Fihey
Christophe Bucher
Olivier Maury

Résumé

Aza-boron-dipyrromethenes (Aza-BODIPYs) are an increasingly studied class of fluorophores. They can be seen as an azadipyrromethene ("aza-DIPY") ligand rigidified by a metalloid, a boron atom. Based on this idea, a series of complexes of group 13 metals (aluminum and gallium) have been synthesized and characterized. The impact of the metal and of the nature of the substituents of aza-DIPY core were investigated. The photophysical and electrochemical properties were determined, and an X-ray structure of an azaGaDIPY was obtained. These data reveal that azaGaDIPY and azaAlDIPY exhibit significant red-shifted fluorescence compared to their analogue aza-BODIPY. Their emission can go up to 800 nm for the maximum emission length and up to NIR-II for the emission tail. This, associated with their electrochemical stability (no metal release whether oxidized or reduced) makes them a promising class of fluorophores for optical medical imaging. Moreover, X-ray structure and molecular modeling studies have shown that this redshift seems to be more due to the geometry around the boron/metal than to the nature of the metal.
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Dates et versions

hal-03927565 , version 1 (23-05-2023)

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Amélie Godard, Laura Abad Galán, Jean Rouillon, Shaymaa Al Shehimy, Wassima Tajani, et al.. Al(III) and Ga(III) Bisphenolate Azadipyrromethene-Based "N(2)O(2)" Complexes as Efficient NIR-Fluorophores. Inorganic Chemistry, 2023, 62 (13), pp.5067-5080. ⟨10.1021/acs.inorgchem.2c03918⟩. ⟨hal-03927565⟩
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