Oxidative C-H/C-H Coupling of Dipyrromethanes with Azines by TiO<sub>2</sub>-Based Photocatalytic System. Synthesis of New BODIPY Dyes and Their Photophysical and Electrochemical Properties
Maria A. Trestsova,
Irina A. Utepova,
Oleg N. Chupakhin,
Maksim V. Semenov,
Dmitry N. Pevtsov,
Lyubov M. Nikolenko,
Sergey A. Tovstun,
Anna V. Gadomska,
Alexander V. Shchepochkin,
Gregory A. Kim,
Vladimir F. Razumov,
Irina B. Dorosheva,
Andrey A. Rempel
Affiliations
Maria A. Trestsova
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Irina A. Utepova
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Oleg N. Chupakhin
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Maksim V. Semenov
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Dmitry N. Pevtsov
Moscow Institute of Physics and Technology, 9 Institutsky Lane, 141701 Dolgoprudny, Russia
Lyubov M. Nikolenko
Institute of Problems of Chemical Physics of the Russian Academy of Sciences, 1 Academician Semenov Avenue, 142432 Chernogolovka, Russia
Sergey A. Tovstun
Moscow Institute of Physics and Technology, 9 Institutsky Lane, 141701 Dolgoprudny, Russia
Anna V. Gadomska
Institute of Problems of Chemical Physics of the Russian Academy of Sciences, 1 Academician Semenov Avenue, 142432 Chernogolovka, Russia
Alexander V. Shchepochkin
Institute of Organic Synthesis of the Russian Academy of Sciences, 22 S. Kovalevskoy Street, 620108 Ekaterinburg, Russia
Gregory A. Kim
Institute of Organic Synthesis of the Russian Academy of Sciences, 22 S. Kovalevskoy Street, 620108 Ekaterinburg, Russia
Vladimir F. Razumov
Moscow Institute of Physics and Technology, 9 Institutsky Lane, 141701 Dolgoprudny, Russia
Irina B. Dorosheva
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Andrey A. Rempel
Department of Organic and Biomolecular Chemistry, Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia
Oxidative C-H/C-H coupling reactions of dipyrromethanes with azines in the presence of a heterophase oxidative photocatalytic system (O2/TiO2/visible light irradiation) were carried out. As a result of cyclization of obtained compounds with boron trifluoride etherate, new hetaryl-containing derivatives of 4,4-difluoro-4-boron-3a,4a-diaza-s-indacene were synthesized. For the obtained compounds, absorption and luminescence spectra, quantum yields of luminescence as well as cyclic volt-amperograms were measured.
