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

Autor: 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
Rok vydání: 2022
Zdroj: Inorganic chemistry.
ISSN: 1520-510X
Popis: 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.
Databáze: OpenAIRE