Sterically hindered carbonyl O-oxides and dioxiranes - (6-tert-butyl-2,3,4- trimethylphenyl)phenylcarbonyl O-oxide and (6-terf-butyl-2,3,4-trimethylphenyl) phenyldioxirane

European Journal of Organic Chemistry

Volumn , Issue 3, 2005, Pages 496-504

  Scliroeder, Kerstin ^a   Sander, W ^a  

^a RUHR UNIVERSITY BOCHUM   (Germany)

Author keywords

Carbonyl oxide; CH activation; Dioxirane; Photooxidation

Indexed keywords

(6 TERT BUTYL 2,3,4 TRIMETHYLPHENYL)PHENYLCARBONYL O OXIDE; (6 TERT BUTYL 2,3,4 TRIMETHYLPHENYL)PHENYLDIOXIRANE; AZO COMPOUND; CARBON; CARBONYL DERIVATIVE; DIMESITYLKETONE O OXIDE; DIOXIRANE DERIVATIVE; ETHYLENE OXIDE DERIVATIVE; GLASS; HYDROGEN; ISOCHROMAN DERIVATIVE; KETONE DERIVATIVE; ORGANIC COMPOUND; OXIDE; PHENYL GROUP; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; DENSITY FUNCTIONAL THEORY; HALF LIFE TIME; HYDROGEN BOND; HYDROXYLATION; ISOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PHOTOCHEMISTRY; PHOTOOXIDATION; QUANTUM CHEMISTRY; REACTION ANALYSIS; STEREOSPECIFICITY; SYNTHESIS; TECHNIQUE; TEMPERATURE DEPENDENCE; THERMOSTABILITY; ULTRAVIOLET SPECTROSCOPY;

EID: 14344254246     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400437     Document Type: Article

References (41)

1. W. Sander, Angew. Chem. 1990, 102, 362.
2. K. Block, W. Kappert, A. Kirschfeld, S. Muthusamy, K. Schroeder, W. Sander, E. Kraka, C. Sosa, D. Cremer, in Peroxide Chemistry (Ed.: W. Adam), Wiley-VCH, Weinheim, 2000, p. 139.
3. A. Greer, Science (Washington, DC, U. S.) 2003, 302, 235.
4. M. Schulz, Peroxide Chem. 2000, 3.
5. R. Gutbrod, E. Kraka, R. N. Schindler, D. Cremer, J. Am. Chem. Soc. 1997, 119, 7330.
6. D. Cremer, E. Kraka, C. Sosa. Chem. Phys. Lett. 2001, 337, 199.
7. R. Crehuet, J. M. Anglada, J. M. Bofill, Chem. Eur. J. 2001, 7, 2227.
8. J. M. Anglada, P. Aplincourt, J. M. Bofill, D. Cremer, Chem-PhysChem 2002, 3, 215.
9. O. L. Chapman, T. C. Hess, J. Am. Chem. Soc. 1984, 106, 1842.
10. I. R. Dunkin, C. J. Shields, J. Chem. Soc., Chem. Commun. 1986, 154.
11. G. A. Ganzer, R. S. Sheridan, M. T. H. Liu, J. Am. Chem. Soc. 1986, 108, 1517.
12. W. W. Sander, J. Org. Chem. 1989, 54, 333.
13. T. Sugawara, H. Iwamura, H. Hayashi, A. Sekiguchi, W. Ando, M. T. H. Liu, Chem. Lett. 1983, 1261.
14. N. H. Werstiuk, H. L. Casal, J. C. Scaiano, Can. J. Chem. 1984, 62, 2391.
15. R. Criegee, G. Wenner, Justus Liebigs Ann. Chem. 1949, 564, 9.
16. W. Sander, M. Traeubel, P. Komnick, Transp. Chem. Transform. Pollut. Troposphere 1997, 3, 200.
17. R. Crehuet, J. M. Anglada, D. Cremer, J. M. Bofill, J. Phys. Chem. A 2002, 106, 3917.
18. W. Sander, K. Block, W. Kappert, A. Kirschfeld, S. Muthusamy, K. Schroeder, C. P. Sosa, E. Kraka, D. Cremer, J. Am. Chem. Soc. 2001, 123, 2618.
19. R. W. Murray, Mol. Struct. Energ. 1988, 6, 311.
20. W. Adam, R. Curci, J. O. Edwards, Acc. Chem. Res. 1989, 22, 205.
21. R. W. Murray, R. Jeyaraman, J. Org. Chem. 1985, 50, 2847.
22. W. Adam, L. Hadjiarapoglou, Top. Curr. Chem. 1993, 164, 45.
23. D. Yang, M.-K. Wong, Y.-C. Yip, X.-C. Wang, M.-W. Tang, J.-H. Zheng, K.-K. Cheung, J. Am. Chem. Soc. 1998, 120, 5943.
24. M.-K. Wong, N.-W. Chung, L. He, X.-C. Wang, Z. Van, Y.-C. Tang, D. Yang, J. Org. Chem. 2003, 68, 6321.
25. R. D. Bach, M. N. Glukhovtsev, C. Gonzalez, M. Marquez, C. M. Estevez, A. G. Baboul, H. B. Schlegel, J. Phys. Chem. A 1997, 101, 6092.
26. W. Adam, C. R. Saha-Moeller, C.-G. Zhao, Organic Reactions (N. Y.) 2002, 61, 219.
27. D. V. Kazakov, A. B. Barzilova, V. P. Kazakov, Chem. Commun. (Cambridge, U. K.) 2001, 191.
28. D. Yang, M.-K. Wong, X.-C. Wang, Y.-C. Tang, J. Am. Chem. Soc. 1998, 120, 6611.
29. M. Freccero, R. Gandolfi, M. Sarzi-Amade, A. Rastelli, J. Org. Chem. 2003, 65, 811.
30. X. Du, K. N. Houk, J. Org. Chem. 1998, 63, 6480.
31. A. Kirschfeld, S. Muthusamy, W. Sander, Angew. Chem., Int. Ed. Engl. 1994, 33, 2212.
32. W. Sander, K. Schroeder, S. Muthusamy, A. Kirschfeld, W. Kappert, R. Boese, E. Kraka, C. Sosa, D. Cremer. J. Am. Chem. Soc. 1997, 119, 7265.
33. W. Sander, A. Kirschfeld, W. Kappert, S. Muthusamy, M. Kiselewsky, J. Am. Chem. Soc. 1996, 118, 6508.
34. E. Kraka, C. P. Sosa, D. Cremer, Chem. Phys. Lett. 1996, 260, 43.
35. W. Sander, Angew. Chem. 1990, 102, 362; Angew. Chem., Int. Ed. Engl. 1990, 29, 344.
36. W. Sander, Angew. Chem. 1990, 102, 362; Angew. Chem., Int. Ed. Engl. 1990, 29, 344.
37. R. D. Bach, J. L. Andres, A. L. Owensby, H. B. Schlegel, J. J. W. McDouall, J. Am. Chem. Soc. 1992, 114, 7207.
38. W. H. Bunnelle, S. G. Lee, J. Am. Chem. Soc. 1992, 114, 7577.
39. D. Cremer, J. Gauss, E. Kraka, J. F. Stanton, R. J. Bartlett, Chem. Phys. Lett. 1993, 209, 547.
40. S. Wierlacher, W. Sander, C. Marquardt, E. Kraka, D. Cremer, Chem. Phys. Lett. 1994, 222, 319.
41. H. E. Zimmerman, D. H. Paskovich, J. Am. Chem. Soc. 1964, 86, 2149.