Oxidative coupling

Oxidative coupling in chemistry is a coupling reaction of two molecular entities through an oxidative process, usually catalysed by a transition metal compound and involving dioxygen as the oxidant.[1] A relevant aliphatic coupling reaction is the oxidative coupling of methane.

Oxidative aromatic coupling

In oxidative aromatic coupling the reactants are electron-rich aromatic compounds or entities and the catalyst is an oxidizing agent.[2] The first reported synthetic application dates back to 1868 with Julius Löwe and the synthesis of ellagic acid by heating gallic acid with arsenic acid or silver oxide.[3] A notable reaction is the synthesis of racemic 1,1'-Bi-2-naphthol from 2-naphthol and iron chloride in 1873 by Alexander Dianin [4]

References

  1. IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). doi:10.1351/goldbook.
  2. Grzybowski, M., Skonieczny, K., Butenschön, H. and Gryko, D. T. (2013), Comparison of Oxidative Aromatic Coupling and the Scholl Reaction. Angew. Chem. Int. Ed., 52: 9900–9930. doi:10.1002/anie.201210238
  3. Löwe, Zeitschrift für Chemie, 1868, 4, 603
  4. A. P. Dianin, Zh. Russ. Fiz.-Khim. O-va. 1874 , 183
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