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

Autor:	Godard A; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Galán LA; Univ Lyon, ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, F-69342 Lyon, France., Rouillon J; Univ Lyon, ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, F-69342 Lyon, France., Al Shehimy S; Univ Lyon, ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, F-69342 Lyon, France., Tajani W; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Cave C; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Malacea-Kabbara R; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Rousselin Y; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Le Gendre P; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Fihey A; Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes), UMR 6226, 35000 Rennes, France., Bendellaa M; Univ. Grenoble Alpes, INSERM U 1209, CNRS UMR 5309, Institute for Advanced Biosciences, 38000 Grenoble, France., Busser B; Univ. Grenoble Alpes, INSERM U 1209, CNRS UMR 5309, Institute for Advanced Biosciences, 38000 Grenoble, France.; Department of Clinical Biochemistry, Grenoble Alpes University Hospital, 38043 Grenoble, France.; Institut Universitaire de France (IUF), 75005 Paris, France., Sancey L; Univ. Grenoble Alpes, INSERM U 1209, CNRS UMR 5309, Institute for Advanced Biosciences, 38000 Grenoble, France., Le Guennic B; Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes), UMR 6226, 35000 Rennes, France., Bucher C; Univ Lyon, ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, F-69342 Lyon, France., Maury O; Univ Lyon, ENS de Lyon, CNRS UMR 5182, Laboratoire de Chimie, F-69342 Lyon, France., Goze C; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France., Bodio E; Institut de Chimie Moléculaire de l'Université de Bourgogne, Université Bourgogne Franche-Comté, CNRS UMR 6302, F-21000 Dijon, France.
Jazyk:	angličtina
Zdroj:	Inorganic chemistry [Inorg Chem] 2023 Apr 03; Vol. 62 (13), pp. 5067-5080. Date of Electronic Publication: 2022 Dec 21.
DOI:	10.1021/acs.inorgchem.2c03918
Abstrakt:	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:	MEDLINE
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