Radical Decarboxylative Carbometalation of Benzoic Acids: A Solution to Aromatic Decarboxylative Fluorination
Peng Xu, Priscila López-Rojas and Tobias Ritter*
*Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm Platz 1, D-45470 Mülheim an der Ruhr, Germany,
Email: ritter
kofo.mpg.de
P. Xu, P. López-Rojas, T. Ritter, J. Am. Chem. Soc., 2021, 143, 5349-5354.
DOI: 10.1021/jacs.1c02490
Abstract
A low-barrier photoinduced ligand to metal charge transfer (LMCT) enables a radical decarboxylative carbometalation strategy. Formation of a putative high-valent arylcopper(III) complex facilitates reductive eliminations to occur. This approach is suitable to address a previously unrealized general decarboxylative fluorination of benzoic acids at low temperature.
see article for more examples
proposed mechanism
Key Words
Fluorination, Decarboxylation, Photochemistry, Copper
ID: J48-Y2021
