On the formation of dioxiranes and of singlet oxygen by the ketone-catalysed decomposition of Caro's acid

Journal of the Chemical Society. Perkin Transactions 2

Volumn 5, Issue , 1996, Pages 805-811

  Lange, Andreas ^a   Brauer, Hans Dieter ^a  

^a GOETHE UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002756221     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/p29960000805     Document Type: Article

References (35)

1. D. L. Ball and J. O. Edwards, J. Am. Chem. Soc., 1956, 78, 1125.
2. J. F. Goodman and P. Robson, J. Chem. Soc., 1963, 2871.
3. E. Koubek, G. Levey and J. O. Edwards, Inorg. Chem., 1964, 3, 1331.
4. D. F. Evans and M. W. Upton, J. Chem. Soc., Dalton Trans., 1985, 1151.
5. (a) R. E. Montgomery, J. Am. Chem. Soc., 1974, 96, 7820;
6. (b) R. E. Montgomery, USP 3 822 114 (1974).
7. J. O. Edwards, R. H. Pater, R. Curci and F. Di Furia, Photochem. Photobiol., 1979, 30, 63.
8. R. W. Murray and R. Jeyaraman, J. Org. Chem., 1985, 50, 2847.
9. (a) L. Cassidei, M. Fiorentino, R. Mello, O. Sciacovelli and R. Curci, J. Org. Chem., 1987, 52, 699;
10. (b) W. Adam, Y. Y. Chan, D. Cremer, J. Gauss, D. Scheutzow and M. Schindler, J. Org. Chem., 1987, 52, 2800.
11. (a) R. Mello, M. Fiorentino, O. Sciacovelli and R. Curci, J. Org. Chem., 1988, 53, 3890;
12. (b) R. Mello, M. Fiorentino, C. Fusco and R. Curci, J. Am. Chem. Soc., 1989, 111, 6749.
13. R. W. Murray, M. Singh and R. Jeyaraman, J. Am. Chem. Soc., 1992, 114, 1346.
14. (a) W. Adam, R. Curci and J. O. Edwards, Acc. Chem. Res., 1989, 22, 205;
15. (b) R. W. Murray, Chem. Rev., 1989, 89, 1187;
16. (c) R. Curci, in Advances in Oxygenated Processes, ed. A. L. Baumstark, JAI Press, Greenwich, CT, 1990, vol. 2, ch. 1;
17. (d) W. Adam, L. P. Hadjiarapoglou, R. Curci and R. Mello, in Organic Peroxides, ed. W. Ando, J. Wiley & Sons, New York, 1992, ch. 4.
18. S. E. Denmark, D. C. Forbes, D. S. Hays, J. S. DePue and R. G. Wilde, J. Org. Chem., 1995, 60, 1391.
19. H. M. E. Cardwell and F. J. McQuillin, J. Chem. Soc., 1949, 708.
20. R. Schmidt and H.-D. Brauer, J. Am. Chem. Soc., 1987, 109, 6976.
21. R. Schmidt, Phys. Lett., 1988, 151, 369.
22. K. Böhme and H.-D. Brauer, Inorg. Chem., 1992, 31, 3468.
23. R. Schmidt and E. Afshari, J. Phys. Chem., 1990, 94, 4377.
24. R. Schmidt, J. Am. Chem. Soc., 1989, 111, 6983.
25. A. V. Baeyer and V. Villiger, Ber., 1899, 32, 3625.
26. A. R. Gallopo and J. O. Edwards, J. Org. Chem., 1981, 46, 1684.
27. J. Flanagan, D. P. Jones, W. P. Griffith, A. C. Skapski and A. P. West, J. Chem. Soc., Chem. Commun., 1986, 20.
28. W. Carruthers, Some Modern Methods of Organic Synthesis, Cambridge University Press, Cambridge, 3rd edn., 1986, p. 403.
29. M. C. V. Sauer and J. O. Edwards, J. Phys. Chem., 1971, 75, 3004.
30. E. G. Sander and W. P. Jencks, J. Am. Chem. Soc., 1968, 90, 4377.
31. W. Adam, R. Mello and R. Curci, Angew. Chem., 1990, 102, 916.
32. R. P. Bell, in Advances in Physical Organic Chemistry, ed. V. Gold, Academic Press, New York, 1966, vol. 4, p. 1.
33. H. C. Brown and I. Ichikawa, Tetrahedron, 1957, 1, 221.
34. M. M. A. Hassan and A. F. Casy, Org. Magn. Reson., 1969, 1, 389.
35. J. J. Van Luppen, J. A. Lepoivre, R. A. Dommisse and F. C. Alderweireldt, Org. Magn. Reson., 1979, 12, 399.