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Al(III) and Ga(III) Bisphenolate Azadipyrromethene-Based 'N

Authors :
Amélie, Godard
Laura Abad, Galán
Jean, Rouillon
Shaymaa, Al Shehimy
Wassima, Tajani
Charlotte, Cave
Raluca, Malacea-Kabbara
Yoann, Rousselin
Pierre, Le Gendre
Arnaud, Fihey
Mohamed, Bendellaa
Benoit, Busser
Lucie, Sancey
Boris, Le Guennic
Christophe, Bucher
Olivier, Maury
Christine, Goze
Ewen, Bodio
Source :
Inorganic chemistry.
Publication Year :
2022

Abstract

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.

Details

ISSN :
1520510X
Database :
OpenAIRE
Journal :
Inorganic chemistry
Accession number :
edsair.pmid..........a66c6a82382bcb3efb38f9c36637b053