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Published on: October 24, 2017
(Dimesityl)boron Benzodithiophenes: Synthesis, Electrochemical, Photophysical and Theoretical Characterization
Luigi Menduti1, Clara Baldoli2,3, Serena Arnaboldi1
1Department of Chemistry, University of Milan, Via C. Golgi 19, 20133, Milano, Italy.
Abstract:
Triarylboranes containing linear or angular benzodithiophene moieties and bearing one or two dimesitylboron units were synthesized. The electrochemical and optical features of these compounds were investigated by cyclic voltammetry, UV/Vis and fluorescence spectroscopy while DFT calculations were run to analyze the energetic landscape of these systems. For both linear and angular benzodithiophenes, symmetrical disubstitution leads to the highest photoluminescence yields. The linear benzodithiophene disubstituted with two dimesitylboron units proved to be the most interesting and promising molecule as an electron-transport material for organic electronics owing to its LUMO energy level of -2.84 eV which is close to those of commonly used electron transport materials like bathocuproine or bathophenantroline.
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