Ru-Catalyzed
Hydrogen Atom Transfer/C–F Bond Cleavage of Difluoroalkyl Diazos
with Hantzsch Ester via a Photocatalytic Radical Process
Posted on 2022-10-26 - 11:03
A Ru-catalyzed reaction of difluoroalkyl diazo compounds
with Hantzsch ester under visible light to achieve the formation of
α-fluorovinylphosphonates via a radical process has been developed.
Mechanistic experiments and density functional theory calculations
reveal that the generation of a carbon radical is directly through
the hydrogen atom transfer (HAT) by Hantzsch ester. This system represents
the first example of generation of carbon radicals from diazo compounds
via Hantzsch-ester-assisted HAT and also demonstrates a new radical-involved
pathway for the difluoroalkyl diazo compounds.
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Wang, Qian; Liu, Jiang; Mei, Haibo; Pajkert, Romana; Kessler, Mira; Röschenthaler, Gerd-Volker; et al. (1753). Ru-Catalyzed
Hydrogen Atom Transfer/C–F Bond Cleavage of Difluoroalkyl Diazos
with Hantzsch Ester via a Photocatalytic Radical Process. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.2c03268