Stille, Suzuki–Miyaura and Negishi cross-coupling reactions of bromine-functionalised borylated precursors enable the facile, high yielding, synthesis of borylated donor–acceptor materials that contain electron-rich aromatic units and/or extended effective conjugation lengths. These materials have large Stokes shifts, low LUMO energies, small band-gaps and significant fluorescence emission >700 nm in solution and when dispersed in a host polymer.
Crossley, D. L., Vitorica-Yrezabal, I., Humphries, M. J., Turner, M. L., & Ingleson, M. J. (2016). Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene–Benzothiadiazole Donor–Acceptor Materials. Chemistry - A European Journal, 22(35), 12439-12448. https://doi.org/10.1002/chem.201602010