ArticleJournal of fluorescence2025
N, O - Chelate Fluoroborane Dyes: Synthesis, Optical Properties in Dual Aggregate State.
Article in Journal of fluorescence, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
In this work, two novel N, O - chelate fluoroborane fluorescent dyes TN-1 and TN-2 with different substituents on indanone unit were synthesized via condensation reaction from indanone derivatives and benzo[cd]indol-2(1H)-one followed by fluorine-boron coordination reaction. To increase the solubility of dyes, TN-2-H and TN-2-M were designed and synthesized by another condensation reaction on active site of indanone unit on TN-2 with benzaldehyde derivatives. The optical properties of these compounds in different solvents and solid state were discussed. The maximum fluorescence emission wavelength is 654 nm with a fluorescence quantum yield (FQY) of 12% in toluene and the maximum solid fluorescence emission wavelength reaches 737 nm with an FQY of 3.15%. All the compounds were characterized by NMR, HRMS, UV-Vis absorption and fluorescence emission spectroscopy. TN-2-M was further characterized by single crystal diffraction analysis, and DFT calculations were used for modeling structure and spectra. It provide a theoretical basis for the design of near - infrared (NIR) dual - effect fluorescent dyes.
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