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Oxidation of Anthracene by Osmium Tetroxide

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Abstract

WE have shown recently1 that the addition of osmium tetroxide to the 9 : 10-positions of phenanthrene, first observed by Criegee, Marchand and Wannowius2, is a general property in a series of tetra- and penta-cyclic aromatic hydrocarbons containing a phenanthrene system. If the reaction is carried out in the presence of pyridine a well-crystallized, deep-coloured, pyridine-osmic ester complex is formed, and this on hydrolysis gives a dihydroxydihydro derivative of the original hydrocarbon.

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References

  • Cook, J. W., and Schoental, R., J. Chem. Soc., in the press.

  • Criegee, R., Marchand, B., and Wannowius, H., Ann., 550, 102 (1942).

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  • Boyland, E., and Shoppee, C. W., J. Chem. Soc., 801 (1947).

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COOK, J., SCHOENTAL, R. Oxidation of Anthracene by Osmium Tetroxide. Nature 161, 237–238 (1948). https://doi.org/10.1038/161237b0

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