Triphenylamine-modified difluoroboron dibenzoylmethane derivatives: Synthesis, photophysical and electrochemical properties

摘要

Two new triphenylamine functionalized difluoroboron (BF2.) beta-diketonate complexes, one asymmetrical 2 and the other symmetrical 3, were synthesized and fully characterized. The effects of the triphenylamine substituent on the photoluminescence, redox properties and photostability of these BF2 complexes were investigated. These new compounds exhibit long-wavelength absorption and strong intramolecular charge transfer emission and reversible oxidation and reduction waves in cyclic voltammetry experiments. It was found that they were highly fluorescent in toluene with large Stokes shifts, and demonstrated excellent photostability comparable to their parent BF2 nucleus. Meanwhile, these new complexes are highly sensitive to the solvent polarity, which indicates that they could be used as highly sensitive polar probes besides excellent emitting materials. (C) 2016 Elsevier Ltd. All rights reserved.