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

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 aromatic aldehyde derivative was synthesized by the o-formylation reaction with commercially available an aromatic phenol. The condensation reaction was carried out to give the imine derivative as a Schiff base ligand (2). The fluorine chelated boron complex was synthesized through the reaction of BF3.OEt2 with ligand (2). This Schiff base-boron complex was reported for the first time and was fully characterized by common spectroscopic techniques such as 1H-NMR, 13C-NMR, FT-IR, UV–Vis, MS and elemental analysis. The spectroscopic properties of the target boron-complex were examined with the absorption and fluorescence spectroscopy. It was determined that the obtained boron complex is highly emissive molecule in different solvents with large Stokes shifts reaching 100 nm. Moreover, the measurements of the fluorescence quantum yields (up to 48%) were performed.

Keywords:

Fluorine boron complex, fluorescence property, Schiff base ligand, Synthesis, Red-shift emission, Stokes’ shift quantum yield.,

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