American Chemical Society
ol2c03268_si_001.pdf (3.54 MB)

Ru-Catalyzed Hydrogen Atom Transfer/C–F Bond Cleavage of Difluoroalkyl Diazos with Hantzsch Ester via a Photocatalytic Radical Process

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journal contribution
posted on 2022-10-26, 11:03 authored by Qian Wang, Jiang Liu, Haibo Mei, Romana Pajkert, Mira Kessler, Gerd-Volker Röschenthaler, Jianlin Han
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.