Oxidative photoinduсed C-H/C-H coupling of heteroarenes as a perspective method of BODIPY fluorophores constructing.

Project: Award Project

Description

The following main results were obtained as a result of the first phase of the project. The reactions of direct coupling of azines with dipyrromethanes (SNH reactions) were carried out in the presence of a heterophase oxidative system of air O2 / photocatalyst TiO2 / UV irradiation. New fluorophores of the BODIPY family were synthesized because of cyclization of the obtained compounds with boron trifluoride etherate. Primary studies of the photophysical properties were carried out for the obtained derivatives.
The data on the mechanism of the direct oxidative photocatalyzed C-H/C-H coupling of azines with (hetero)aromatic nucleophiles in the presence of TiO2 as a photocatalyst have been obtained by using EPR spectroscopy, spin probe TMT-H and spin trap DMPO. The formation of a superoxide radical O2˙ˉ and N-centered radicals in the reaction mass for the presented transformations is registered for the first time.
StatusActive
Effective start/end date01/01/201831/12/2019

Keywords

  • RFFI
  • Mira Research Division