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

Abstract

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.

A Small-Molecule Fluorescent Probe for the Detection of Mitochondrial Peroxynitrite

“…Currently, small-molecule fluorescent probes have gained widespread interest and have become an effective means of detecting specific analytes, due to their high sensitivity, rapid response ability, unparalleled selectivity, and real-time measurement capability [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35]. In addition, fluorescent probes, combined with cellular confocal imaging, have been useful tools for elucidating the biological functions of the analyte of interest.…”