4.8 Article

Facile modification of phosphole-based aggregation-induced emission luminogens with sulfonyl isocyanates

Journal

CHEMICAL SCIENCE
Volume 14, Issue 9, Pages 2267-2274

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3sc00308f

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Phosphole oxides react with sulfonyl isocyanates, forming sulfonylimino phospholes in high yields. This facile modification allows for the synthesis of new phosphole-based aggregation-induced emission (AIE) luminogens with high fluorescence quantum yields in the solid state. Changing the chemical environment of the phosphorus atom of the phosphole framework results in a significant red-shift of the fluorescence maximum.
Phosphole oxides undergo a highly chemoselective reaction with sulfonyl isocyanates forming sulfonylimino phospholes in high yields. This facile modification proved to be a powerful tool for obtaining new phosphole-based aggregation-induced emission (AIE) luminogens with high fluorescence quantum yields in the solid state. Changing the chemical environment of the phosphorus atom of the phosphole framework results in a significant shift of the fluorescence maximum to longer wavelengths.

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