Extended BODIPYs as Red–NIR Laser Radiation Sources with Emission from 610 nm to 750 nm

Autor: Ainhoa Oliden-Sánchez, Enrique Alvarado-Martínez, Diana E. Ramírez-Ornelas, Miguel A. Vázquez, Edurne Avellanal-Zaballa, Jorge Bañuelos, Eduardo Peña-Cabrera
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Molecules, Vol 28, Iss 12, p 4750 (2023)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules28124750
Popis: Herein, we report the synthetic access to a set of π-extended BODIPYs featuring a penta-arylated (phenyl and/or thiophene) dipyrrin framework. We take advantage of the full chemoselective control of 8-methylthio-2,3,5,6-tetrabromoBODIPY when we conduct the Liebeskind–Srogl cross-coupling (LSCC) to functionalize exclusively the meso-position, followed by the tetra-Suzuki reaction to arylate the halogenated sites. All these laser dyes display absorption and emission bands in the red edge of the visible spectrum reaching the near-infrared with thiophene functionalization. The emission efficiency, both fluorescence and laser, of the polyphenylBODIPYs can be enhanced upon decoration of the peripheral phenyls with electron donor/acceptor groups at para positions. Alternatively, the polythiopheneBODIPYs show an astonishing laser performance despite the charge transfer character of the emitting state. Therefore, these BODIPYs are suitable as a palette of stable and bright laser sources covering the spectral region from 610 nm to 750 nm.
Databáze: Directory of Open Access Journals
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