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Free, publicly-accessible full text available June 21, 2025
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Meador, William E; Saucier, Matthew A; Tucker, Max R; Kruse, Nicholas A; Mobley, Alexander J; Brower, Connor R; Parkin, Sean R; Clark, Kensha M; Hammer, Nathan I; Tschumper, Gregory S; et al (, Chemical Science)Shortwave infrared (SWIR, 1000–1700 nm) and extended SWIR (ESWIR, 1700–2700 nm) absorbing materials are valuable for applications including fluorescence based biological imaging, photodetectors, and light emitting diodes.more » « less
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Saucier, Matthew A.; Smith, Cameron; Kruse, Nicholas A.; Hammer, Nathan I.; Delcamp, Jared H. (, Molecules)Fluorescent organic dyes that absorb and emit in the near-infrared (NIR, 700–1000 nm) and shortwave infrared (SWIR, 1000–1700 nm) regions have the potential to produce noninvasive high-contrast biological images and videos. BODIPY dyes are well known for their high quantum yields in the visible energy region. To tune these chromophores to the NIR region, fused nitrogen-based heterocyclic indolizine donors were added to a BODIPY scaffold. The indolizine BODIPY dyes were synthesized via microwave-assisted Knoevenagel condensation with indolizine aldehydes. The non-protonated dyes showed NIR absorption and emission at longer wavelengths than an aniline benchmark. Protonation of the dyes produced a dramatic 0.35 eV bathochromic shift (230 nm shift from 797 nm to 1027 nm) to give a SWIR absorption and emission (λmaxemis = 1061 nm). Deprotonation demonstrates that material emission is reversibly switchable between the NIR and SWIR.more » « less