Metal- and Oxidant-Free Photoinduced Aromatic Trifluoromethylation Performed in Aerated Gel Media: Determining the Effects on Yield and Selectivity

Abramov, Alex and Vernickel, Hendrik and Saldias, Cesar and Diaz Diaz, David (2019) Metal- and Oxidant-Free Photoinduced Aromatic Trifluoromethylation Performed in Aerated Gel Media: Determining the Effects on Yield and Selectivity. MOLECULES, 24 (1): 29. ISSN 1420-3049,

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Abstract

In this work we have investigated the potential benefits of using supramolecular gel networks as reaction media to carry out air-sensitive metal-free light-induced trifluoromethylation of six-membered (hetero)arenes under aerobic conditions. This reaction was performed at room temperature (RT) using sodium triflinate (CF3SO2Na, Langlois' reagent) as a source of radicals and diacetyl as electron donor. The effects of confinement in gel media, concentration of reactants, and type of light source on yield and product distribution were evaluated and compared to the results obtained in homogeneous solution. Four different low molecular weight (LMW) gelators were employed in this study. The results confirmed the blocking effect of the gel medium against reaction quenching by external oxygen, as well as a certain control on the kinetics and selectivity.

Item Type: Article
Uncontrolled Keywords: REACTION VESSELS; PHOTOCATALYSIS; NANOPARTICLES; GENERATION; MOLECULES; GELATION; trifluoromethylation; photoinduced reaction; chemoselectivity; supramolecular gel; confined reaction media
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. David Díaz Díaz
Depositing User: Dr. Gernot Deinzer
Date Deposited: 28 Apr 2020 04:44
Last Modified: 28 Apr 2020 04:44
URI: https://pred.uni-regensburg.de/id/eprint/27879

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