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Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions.
Buravets, Vladislav; Gorin, Oleg; Burtsev, Vasilii; Zabelina, Anna; Zabelin, Denis; Kosina, Jiri; Maixner, Jaroslav; Svorcik, Vaclav; Kolganov, Alexander A; Pidko, Evgeny A; Lyutakov, Oleksiy.
Afiliación
  • Buravets V; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Gorin O; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Burtsev V; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Zabelina A; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Zabelin D; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Kosina J; Central Laboratories, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Maixner J; Central Laboratories, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Svorcik V; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
  • Kolganov AA; Inorganic Systems Engineering, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Van der Maasweg 9, Delft, 2629 HZ, Netherlands.
  • Pidko EA; Inorganic Systems Engineering, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Van der Maasweg 9, Delft, 2629 HZ, Netherlands.
  • Lyutakov O; Department of Solid State Engineering, University of Chemistry and Technology, Technicka 5, 166 28, Prague, Czech Republic.
Chempluschem ; 89(8): e202400020, 2024 Aug.
Article en En | MEDLINE | ID: mdl-38747893
ABSTRACT
Organic electrochemistry is currently experiencing an era of renaissance, which is closely related to the possibility of carrying out organic transformations under mild conditions, with high selectivity, high yields, and without the use of toxic solvents. Combination of organic electrochemistry with alternative approaches, such as photo-chemistry was found to have great potential due to induced synergy effects. In this work, we propose for the first time utilization of plasmon triggering of enhanced and regio-controlled organic chemical transformation performed in photoelectrochemical regime. The advantages of the proposed route is demonstrated in the model amination reaction with formation of C-N bond between pyrazole and substituted benzene derivatives. Amination was performed in photo-electrochemical mode on the surface of plasmon active Au@Pt electrode with attention focused on the impact of plasmon triggering on the reaction efficiency and regio-selectivity. The ability to enhance the reaction rate significantly and to tune products regio-selectivity is demonstrated. We also performed density functional theory calculations to inquire about the reaction mechanism and potentially explain the plasmon contribution to electrochemical reaction rate and regioselectivity.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chempluschem Año: 2024 Tipo del documento: Article País de afiliación: República Checa Pais de publicación: Alemania
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chempluschem Año: 2024 Tipo del documento: Article País de afiliación: República Checa Pais de publicación: Alemania