Solid-emissive boron–fluorine derivatives with large Stokes shift

摘要: Abstract Novel BOPIM (boron 2-(2′-pyridyl)imidazole complex) derivatives with large Stokes shift were efficiently synthesized through two-step reactions, starting from commercially available 2-pyridinecarboxaldehyde and α-diketone. The dyes exhibit high fluorescent intensity in solution also solid state due to the intermolecular non-planar interactions. According X-ray single crystal measurements, non-covalent interactions (such as C–H⋯F–B, etc.) play important role inhibiting planar π–π stacking, existence of terminal phenyl rings increases electronic density π system, which facilitates charge transfer electron-donating system electron-accepting boron moiety. DFT calculation based on crystallographic analysis was carried out for compound 2, giving consistent results photophysical measurements.