%0 Journal Article
%A Godard, Amélie
%A Abad Galán, Laura
%A Rouillon, Jean
%A Al Shehimy, Shaymaa
%A Tajani, Wassima
%A Cave, Charlotte
%A Malacea-Kabbara. Raluca
%A Rousselin, Yoann
%A Le Gendre, Pierre
%A Fihey, Arnaud
%A Bendellaa, Mohamed
%A Busser, Benoit
%A Sancey, Lucie
%A Le Guennic, Boris
%A Bucher, Christophe
%A Maury, Olivier
%A Goze, Christine
%A Bodio, Ewen
%T Al(III) and Ga(III) Bisphenolate Azadipyrromethene-Based “N<sub>2</sub>O<sub>2</sub>” Complexes as Efficient NIR-Fluorophores
%D 2022
%@ 0020-1669
%U https://hdl.handle.net/20.500.14352/107236
%X 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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