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

Year 2019, Volume: 4 Issue: 1, 46 - 52, 16.03.2019

Pınar Şen

https://doi.org/10.30728/boron.434776

Cited By: 1

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 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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