ChemistryOpen (Jan 2022)

(Dimesityl)boron Benzodithiophenes: Synthesis, Electrochemical, Photophysical and Theoretical Characterization

  • Luigi Menduti,
  • Dr. Clara Baldoli,
  • Dr. Serena Arnaboldi,
  • Prof. Dr. Andreas Dreuw,
  • Duygu Tahaoglu,
  • Dr. Alberto Bossi,
  • Prof. Dr. Emanuela Licandro

DOI
https://doi.org/10.1002/open.202100265
Journal volume & issue
Vol. 11, no. 1
pp. n/a – n/a

Abstract

Read online

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.

Keywords