Extended π-conjugated systems by external ligand-assisted C−H olefination of heterocycles: Facile access to single-molecular white-light-emitting and NIR fluorescence materials

The design and synthesis of a novel π-conjugated fluorescent framework by external ligand-assisted C−H olefination of heterocycles with excellent regioselectivity and broad substrate scope are reported herein. These novel fluorescent materials could present full-color-tunable emissions with large Stokes shifts. Furthermore, the protocol provides an opportunity to rapidly screen novel organic single-molecule white-light materials with high fluorescence quantum yields. The robust organic and low-cost white light-emitting diodes could rapidly be fabricated using the white-light-emitting material. Experimental data and theoretical calculations indicate that in the white-light dual emission the relatively short wavelength from high-lying singlet state emission and the relatively long wavelength from low-lying singlet state emission. The anti-Kasha dual-emission systems will provide a foundation for the development and application of organic single-molecule white light materials, effectively promoting the development and innovation of luminescent materials. In addition, this method demonstrated its potential application in the synthesis of new near-infrared (NIR) fluorescence materials with large Stokes shifts based on the olefination of heterocycles.