Ground-State Dioxygen

  • Llyod L. Ingraham
  • Damon L. Meyer
Part of the Biochemistry of the Elements book series (BOTE, volume 4)

Abstract

The critical characteristic of ground state dioxygen is that it is a triplet instead of a singlet state. This fact contributes to the kinetic barrier in reactions with ground-state dioxygen and also influences the type of reactions that do occur.

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References

  1. Alyea, H. M., and Backstrom, H. J. J., 1929. The inhibitive effect of alcohols on the oxidation of sodium sulfite, J. Am. Chem. Soc. 51: 90–109.CrossRefGoogle Scholar
  2. Barber, M., Faven, J., and Linnet, J. W., 1963. The mass spectrophotometric study of the reaction of methyl radicals with oxygen, Proc. R. Soc. London Ser. A 274: 306–318.CrossRefGoogle Scholar
  3. Clyne, M. A. A., and Thrush, B. A., 1963. Rates of elementary processes in the chain reaction between hydrogen and oxygen, Proc. R. Soc. London Ser. A 275: 559–574.CrossRefGoogle Scholar
  4. Coulson, C. A., 1947. Representation of simple molecules by molecular orbitals, Q. Rev. Chem. Soc. 1: 144–178.CrossRefGoogle Scholar
  5. Fletcher, A. N. and Heller, C. A., 1965. Chemiluminescence quenching terms, Photochem and Photobiol. 4: 1051–1058.CrossRefGoogle Scholar
  6. George, P., 1964. The fitness of oxygen, in Oxidases and Related Redox Systems, T. E. King, H. S. Mason, and M. Morrison (eds.), John Wiley, New York, pp. 1–36.Google Scholar
  7. Hiatt, R., Mill, T., and Mayo, F. R., 1968a. Homolytic decompositions of hydroperoxides. I. Summary and implications for autoxidation, J. Org. Chem. 33: 1416–1420.CrossRefGoogle Scholar
  8. Hiatt, R., Mill, T., Irvin, K. C., and Castleman, J. H., 1968b. Homolytic decompositions of hydroperoxides. III. Radical-induced decompositions of primary and secondary hydroperoxides, J. Org. Chem. 33: 1428–1430.CrossRefGoogle Scholar
  9. Howard, J. A., and Ingold, K. U., 1968a. Absolute rate constants for hydrocarbon oxidation. XI. The reactions of tertiary peroxy radicals, Can. J. Chem. 46: 2655–2660.Google Scholar
  10. Howard, J. A., and Ingold, K. U., 1968b. Absolute rate constants for hydrocarbon oxidation. XII. The reactions of secondary peroxy radicals, Can. J. Chem. 46: 2661–2666.Google Scholar
  11. Howard, J. A., and Ingold, K. U., 1968c. The self-reaction of sec-butyl-peroxy-radicals: Confirmation of the Russell mechanism, J. Am. Chem. Soc. 90: 1056–1058.CrossRefGoogle Scholar
  12. Ingold, K. V., 1969. Peroxy radicals, Acc. Chem. Res. 2: 1–9.CrossRefGoogle Scholar
  13. Kemal, C., Chan, T. W., and Bruice, T. C., 1977. Reaction of 302 with dihydroflavins. 1. N3,5-Dimethyl-1,5-dihydrolumiflavin and 1,5-dihydroisoalloxazines, J. Am. Chem. Soc. 99: 7272–7286.PubMedCrossRefGoogle Scholar
  14. Latimer, W. M. (ed.), 1938. The Oxidation States of the Elements and Their Potentials in Aqueous Solutions, Prentice Hall, New York.Google Scholar
  15. Mayo, F. R., 1968. Free radical autoxidation of hydrocarbons, Acc. Chem. Res. 1: 193–201.CrossRefGoogle Scholar
  16. Methoff, R. C., and Branch, G. E. K., 1930. The kinetics of the reaction of hexaphenylethylene with oxygen, J. Am. Chem. Soc. 52: 255–268.CrossRefGoogle Scholar
  17. Paris, D. P., 1965. Chemiluminescence of tetrakis-(dimethylamino)-ethylene, Photochem and Photobiol. 4: 1059–1065.CrossRefGoogle Scholar
  18. Porter, N. A., Dixon, J., and Ramdas, I., 1978. Cyclic peroxides and the thiobarbiturate assay, Biochim. Biophys. Acta 441: 506–512.Google Scholar
  19. Porter, N. A., Weber, B. A., Weenen, H., and Khan, J. A., 1980a. Autoxidation of polyunsaturated lipids: Factors controlling the stereochemistry of product hydroperoxides, J. Am. Chem. Soc. 102: 5597–5601.CrossRefGoogle Scholar
  20. Porter, N. A., Roe, N. A., and McPhail, A. T., 1980b. Serial cyclization of peroxy free radicals: Models for polyolefin oxidation, J. Am. Chem. Soc. 102: 7574–7576.CrossRefGoogle Scholar
  21. Porter, N. A., Lehman, L. S., Weber, B. A., and Smith, K. J., 1981. Unified mechanism for polyunsaturated fatty acid autoxidation: Composition of peroxy radical hydrogen atom abstraction, R-scission and cyclization, J. Am. Chem. Soc. 103: 6447–6455.CrossRefGoogle Scholar
  22. Russell, G. A., 1957. Deuterium-isotope effects in the autoxidation of aralkyl hydrocarbons: Mechanism of the interaction of peroxy radicals, J. Am. Chem. Soc. 79: 3871–3877.CrossRefGoogle Scholar
  23. Russell, G. H., Moye, A. J., and Nagpal, K. L., 1962. Effect of structure on the rate of reaction of carbanions with molecular oxygen, J. Am. Chem. Soc. 84: 4154–4155.CrossRefGoogle Scholar
  24. Sawyer, D. T., and Gibian, M. J., 1979. The chemistry of superoxide ion, Tetrahedron 35: 1471–1481.CrossRefGoogle Scholar
  25. Sawyer, D. T., and Seo, E. T., 1977. One electron mechanism for the electrondonical reduction of molecular oxygen, Inorg. Chem. 16: 499–501.CrossRefGoogle Scholar
  26. Taube, H., 1965. Mechanisms of oxidation with oxygen, J. Gen. Physiol. 49:Part 2, 29–50.PubMedCrossRefGoogle Scholar
  27. Tovrog, B. S., Mares, F., and Diamond, S. E. E., 1980. Cobalt-nitro complexes as oxygen transfer agents: Oxidation of olefins, J. Am. Chem. Soc. 102: 6616–6618.CrossRefGoogle Scholar
  28. Walsh, A. D., 1946. Processes in the oxidation of hydrocarbon fuels II, Trans. Faraday Soc. 43: 297–304.CrossRefGoogle Scholar
  29. Wilshire, J., and Sawyer, D. T., 1978. Redox chemistry of dioxygen species, Acc. Chem. Res. 12: 105–110.CrossRefGoogle Scholar
  30. Wood, P. M., 1974. The redox potential of the system oxygen-superoxide, FEBS Lett. 44: 22–24.CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1985

Authors and Affiliations

  • Llyod L. Ingraham
    • 1
  • Damon L. Meyer
    • 1
  1. 1.University of California, DavisDavisUSA

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