Synthesis of a new boron complex with imine ligand: Synthesis, characterization and fluorescent properties

Abstract

In this study, it is aimed to obtain of N,N’-Bis(3-tert-Butyl-5-methylsalicylidene)-1,2-diaminoethane-boron complex (3) in three-step reaction. In the first step, an aromaticaldehyde derivative was synthesized by the o-formylation reaction with commerciallyavailable an aromatic phenol. The condensation reaction was carried out to give theimine derivative as a Schiff base ligand (2). The fluorine chelated boron complexwas synthesized through the reaction of BF3.OEt2 with ligand (2). This Schiff baseboron complex was reported for the first time and was fully characterized by commonspectroscopic techniques such as 1H-NMR, 13C-NMR, FT-IR, UV–Vis, MS and elementalanalysis. The spectroscopic properties of the target boron-complex were examined withthe absorption and fluorescence spectroscopy. It was determined that the obtained boroncomplex is highly emissive molecule in different solvents with large Stokes shifts reaching100 nm. Moreover, the measurements of the fluorescence quantum yields (up to 48%)were performed.