Visible Light Photocatalysis of Carbon-Carbon sigma-Bond Anaerobic Oxidation of Ketones with Water by Cobalt(II) Porphyrins
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AbstractCo-II(por) (por = porphyrinato dianion) reacted selectively with isopropyl ketones at the carbon (CO)-carbon (a alpha bond at room temperature to give high yields of Co-III(por) aryls and the corresponding oxidized carbonyl compounds in up to 89% yields. Co-III(por)OH is proposed to be the C-C bond activation (CCA) intermediate. The stoichiometric reaction is further developed into the photocatalytic CCA using both UV and visible light sources (lambda 405 nm). Under ambient conditions, the photocatalytic C-C oxidation of 2,6-dimethylcyclohexanone gives 2-heptanone in up to 24 turnovers in the presence of isopropyl alcohol as the H atom donor and H2O as the oxidant. Various isopropyl ketones successfully undergo photocatalysis.
All Author(s) ListLee SY, Fung HS, Feng SY, Chan KS
Journal nameOrganometallics
Detailed descriptionOrganometallics 2016, 35, 2480−2487.
Volume Number35
Issue Number15
Pages2480 - 2487
LanguagesEnglish-United Kingdom
Web of Science Subject CategoriesChemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic

Last updated on 2020-20-11 at 02:13