Fluoride-sensing properties tuning of donor-substituted triarylboranes through varying donors: The fluorescent mode, the fluoride-binding affinity and the selectivity

摘要: Abstract The influence of structural variations (including steric and electronic effects) triarylboranes on their anion-sensing properties is not entirely clear. In our previous papers (Ren et al., 2012; Mao 2012), we synthesized a series donor-substituted tridurylboranes as donor–acceptor (D–A) molecules for investigating intramolecular charge-transfer (ICT) processes, demonstrated existence three types excited states tridurylboranes. Using these with systematic variations, have investigated fluoride-sensing including the fluorescence mode, fluoride-binding constants, selectivity, compared cyanide-sensing behavior. fluorescent response mode tridurylborane to fluoride depends its ICT state local (LE) state. ICT-state property determined by thermodynamics process, which can be estimated electrochemical spectral data. constants depend Lewis acidity center boron tridurylboranes, effects aryl groups. selectivity over cyanide ions was observed in aprotic solvents first time, originates from favorable effect duryl groups smaller ions. strong resulting electron-withdrawing aryls would decrease fluoride, instant, tri(p-cyanoduryl)borane (TCDB) bind both anion. Moreover, solvent sensing reaction TCDB theoretic calculation reveal that dependent solvent.