Highly efficient epoxidation method of olefins with hydrogen peroxide as terminal oxidant, bicarbonate as a co-catalyst and oxodiperoxo molybdenum(VI) complex as catalyst

Chemical Communications

Volumn , Issue 22, 2004, Pages 2630-2632

  Gharah, Narottam ^a   Chakraborty, Santu ^a   Mukherjee, Alok K ^a   Bhattacharyya, Ramgopal ^a  

^a JADAVPUR UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BICARBONATE; HYDROGEN PEROXIDE; MOLYBDENUM COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; EPOXIDATION; OLEFINATION; OXIDATION KINETICS; REACTION ANALYSIS; ROOM TEMPERATURE; STRUCTURE ANALYSIS;

EID: 9944229117     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b408946d     Document Type: Article

References (36)

1. A. S. Rao, in Comprehensive organic synthesis, ed. B. M. Trost, I. Fleming, S. V. Ley, Pergamon, Oxford, 1991, vol. 7, p. 357.
2. (a) H. B. Bode, B. Wegner and A. Zeek, J. Antibiot., 2000, 53, 153-157;
3. (b) S. P. de Visser and S. Shaik, J. Am. Chem. Soc., 2003, 125, 7413-7424;
4. S. L. H. Rebelo, M. M. Q. Simões, M. Graca, P. M. S. Neves, A. M. S. Silva and J. A. S. Cavaleiro, Chem. Commun., 2004, 5, 608-609.
5. W. Adam, Peroxide chemistry - Mechanistic and preparative aspects of oxygen transfer, Wiley-VCH, Weinheim, FRG, 2000.
6. B. S. Lane and K. Burgess, Chem. Rev., 2003, 103, 2457-2473 and references cited therein.
7. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
8. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
9. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
10. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
11. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
12. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
13. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
14. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
15. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
16. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
17. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
18. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
19. 2 and tert-BuOOH, see, for instance: H. Mimoun, I. Seree de Roch and L. Sajus, Tetrahedron, 1970, 26, 37-50.
20. H. Adolfsson, A. Converso and K. B. Sharpless, Tetrahedron Lett., 1999, 40, 3991-3994.
21. (a) W. R. Thiel and J. Eppinger, Chem Eur. J., 1997, 3, 696-705;
22. (b) A. Hroch, G. Gemmecker and W. R. Thiel, Eur. J. Inorg. Chem., 2000, 5, 1107-1114.
23. (a) R. Bandyopadhyay, S. Biswas, S. Guha, A. K. Mukherjee and R. Bhattacharyya, Chem. Commun., 1999, 17, 1627-1628;
24. (b) S. K. Maiti, K. M. A. Malik and R. Bhattacharyya, Inorg. Chem. Commun., 2004, 7, 823-828;
25. T. K. Si, K. Chowdhury, M. Mukherjee, D. C. Bera and R. Bhattacharyya, J. Mol. Catal. A: Chem., 2004, 219, 241-247.
26. 4 groups are intermixed and 22 signals appear in the aromatic region.
27. eq of the atoms to which they were attached. CCDC 241874. See http://www.rsc.org/suppdata/ cc/b4/b408946d/ for crystallographic data in cif or other electronic format. See also: G. M. Sheldrick, SHELXT 97, Program for Crystal Structure Solution and Refinement, University of Göttingen, Germany, 1997.
28. eq of the atoms to which they were attached. CCDC 241874. See http://www.rsc.org/suppdata/ cc/b4/b408946d/ for crystallographic data in cif or other electronic format. See also: G. M. Sheldrick, SHELXT 97, Program for Crystal Structure Solution and Refinement, University of Göttingen, Germany, 1997.
29. -. Our experience is that the monocarbonate causes epoxidation mainly stoichiometrically. For details, see the footnotes of Table 1. See also: (a) D. E. Richardson, H. Yao, K. M. Frank and D. A. Bannett, J. Am. Chem. Soc., 2000, 122, 1729-1739; (b) B. S. Lane, M. Vogt, V. J. DeRose and K. Burgess, J. Am. Chem. Soc., 2002, 124, 11946-11954.
30. -. Our experience is that the monocarbonate causes epoxidation mainly stoichiometrically. For details, see the footnotes of Table 1. See also: (a) D. E. Richardson, H. Yao, K. M. Frank and D. A. Bannett, J. Am. Chem. Soc., 2000, 122, 1729-1739; (b) B. S. Lane, M. Vogt, V. J. DeRose and K. Burgess, J. Am. Chem. Soc., 2002, 124, 11946-11954.
31. 2 used by other authors, as oxidant.
32. S. Banfi, F. Legramandi, P. Montanari, G. Possi and S. Quici, Chem. Commun., 1991, 18, 1285-1287.
33. -1.
34. -1.
35. -1.
36. C. Djordjevic, N. Vuletic, B. A. Jacobs, M. Lee-Renslo and E. Sinn, Inorg. Chem., 1997, 36, 1798-1805.