C3 vanadium(V) amine triphenolate complexes: Vanadium haloperoxidase structural and functional models

Inorganic Chemistry

Volumn 47, Issue 19, 2008, Pages 8616-8618

  Mba, Miriam ^a   Pontini, Marta ^a   Lovat, Silvia ^a   Zonta, Cristiano ^a   Bernardinelli, Gerald ^b   Kündig, Peter E ^b   Licini, Giulia ^a  

^a UNIVERSITY OF PADOVA   (Italy)

^b UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; ORGANOMETALLIC COMPOUND; PEROXIDASE; PHENOL DERIVATIVE; VANADIUM;

ARTICLE; CHEMISTRY; METABOLISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION REDUCTION REACTION;

AMINES; MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; PEROXIDASE; PHENOLS; VANADIUM;

EID: 54149086909     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic8015113     Document Type: Article

References (29)

1. Vilter, H. Phytochemistry 1984, 23, 1387.
2. (a) Butler, A. Coord. Chem. Rev. 1999, 187, 17.
3. (b) Butler, A.; Carter, J.; Simpson, M. In Handbook on Metalloproteins; Bertini, I., Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 2001; pp 153-179.
4. (a) Andersson, M. A.; Willetts, A.; Allenmark, S. G. J. Org. Chem. 1997, 62, 8455.
5. (b) Dembitsky, V. M. Tetrahedron 2003, 59, 4701.
6. Messerschmidt, A.; Wever, R. Biol. Chem. 1997, 378, 309.
7. (a) de La Rosa, R.; Clague, M. J.; Butler, A. J. Am. Chem. Soc. 1992, 114, 760.
8. (b) Clague, M. J.; Keder, N. L.; Butler, A. Inorg. Chem. 1993, 32, 4754.
9. (c) Colpas, G. J.; Hamstra, B. J.; Kampf, J. W.; Pecoraro, V. L. J. Am. Chem. Soc. 1996, 118, 3469.
10. (d) Conte, V.; Bortolini, O.; Carrara, M.; Moro, S. J. Inorg. Biochem. 2000, 80, 41.
11. (e) Smith, T. S.; Pecoraro, V. L. Inorg. Chem. 2002, 41, 6754.
12. (f) Santoni, G.; Licini, G.; Rehder, D. Chem. Eur. J. 2003, 9, 4700.
13. (g) Nica, S.; Pohlmann, A.; Plass, W. Eur. J. Inorg. Chem. 2005, 2032.
14. (h) Wikete, C.; Wu, P.; Zampella, G.; De Gioia, L.; Licini, G.; Rehder, D. Inorg. Chem. 2007, 46, 196.
15. (i) Schneider, C. J.; Penner-Hahn, J. E.; Pecoraro, V. L. J. Am. Chem. Soc. 2008, 130, 2712.
16. Groysman, S.; Goldberg, I.; Goldschmidt, Z.; Kol, M. Inorg. Chem. 2005, 44, 5073.
17. (a) Bernardinelli, G.; Seidel, T. M.; Kündig, E. P.; Prins, L. J.; Kolarovic, A.; Mba, M.; Pontini, M.; Licini, G. Dalton Trans. 2007, 1573.
18. (b) Mba, M.; Prins, L. J.; Licini, G. Org. Lett. 2007, 9, 21.
19. For recent examples of triphenolate amino complexes, see:(a) Groysman, S.; Goldberg, I.; Kol, M.; Genizi, E.; Goldschmidt, Z. Adv. Synth. Catal. 2005, 347, 409.
20. (b) Fortner, K. C.; Bigi, J. P.; Brown, S. N. Inorg. Chem. 2005, 44, 2803.
21. (c) Chmura, A. J.; Chuck, C. J.; Davidson, M. G.; Jones, M. D.; Lunn, M. D.; Bull, S. D.; Mahon, M. F. Angew. Chem., Int. Ed. 2007, 46, 2280.
22. (d) Chmura, A. J.; Davidson, M. G.; Frankis, C. J.; Jones, M. D.; Lunn, M. D. Chem. Commun. 2008, 1293.
23. Prins, L. J.; Mba, M.; Kolarovic, A.; Licini, G. Tetrahedron Lett. 2006, 47, 2735.
24. For 1f crystallographic data, see the Supporting Information.
25. See the Supporting Information.
26. (a) Conte, V.; Di Furia, F.; Mora, S. J. Mol. Catal. A 1997, 117, 93.
27. (b) Slebodnick, C.; Pecoraro, V. L. Inorg. Chim. Acta 1998, 283, 37.
28. The upfield chemical shift and the change of color originate by the presence of 3a in solution, as proven by the independent addition of 3a to the original catalyst solution.
29. - oxidation can be observed under the present reaction conditions probably because of the partial protonation of the active vanadium peroxo complex even in the presence of a large excess of chloride ions. Schneider, C. J.; Zampella, G.; Greco, C.; Pecoraro, V. L.; De Gioia, L. Eur. J. Inorg. Chem. 2007, 515.