Spectrophotometric, EPR and kinetic characterisation of the >N-O• radical from 1-hydroxybenzotriazole, a key reactive species in mediated enzymatic oxidations

Chemical Communications

Volumn , Issue 20, 2004, Pages 2356-2357

  Galli, Carlo ^a   Gentili, Patrizia ^a   Lanzalunga, Osvaldo ^a   Lucarini, Marco ^b   Pedulli, Gian Franco ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

1 HYDROXYBENZOTRIAZOLE; BENZOTRIAZOLE DERIVATIVE; BENZYL ALCOHOL; CERIUM; LACCASE; NITROGEN; OXIDIZING AGENT; OXYGEN; RADICAL; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CATALYST; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION KINETICS; DECOMPOSITION; ELECTRON; ELECTRON SPIN RESONANCE; ENZYME MECHANISM; HYDROGEN BOND; OXIDATION; OXIDATION REDUCTION REACTION; REACTION ANALYSIS; SPECTROPHOTOMETRY; SYNTHESIS; TECHNIQUE; ULTRAVIOLET SPECTROSCOPY;

EID: 9144269105     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b407835g     Document Type: Article

References (20)

1. For a recent review, see:, Adv. Synth. Catal., 2004, 346 (Special Issue: Oxidations), 107-375.
2. Y. Ishii, K. Nakayama, M. Takeno, S. Sakaguchi, T. Iwahama and Y. Nishiyama, J. Org. Chem., 1995, 60, 3934; Y. Ishii, S. Sakaguchi and T. Iwahama, Adv. Synth. Catal., 2001, 343, 393.
3. Y. Ishii, K. Nakayama, M. Takeno, S. Sakaguchi, T. Iwahama and Y. Nishiyama, J. Org. Chem., 1995, 60, 3934; Y. Ishii, S. Sakaguchi and T. Iwahama, Adv. Synth. Catal., 2001, 343, 393.
4. F. Minisci, C. Punta, F. Recupero, F. Fontana and G. F. Pedulli, J. Org. Chem., 2002, 67, 2671.
5. R. Amorati, M. Lucarini, V. Mugnaini, G. F. Pedulli, F. Minisci, F. Recupero, F. Fontana, P. Astolfi and L. Greci, J. Org. Chem., 2003, 68, 1747; K. Nobuyoshi, Y. Cai and J. H. Espenson, J. Phys. Chem. A, 2003, 107, 4262; F. Minisci, F. Recupero, A. Cecchetto, C. Gambarotti, C. Punta, R. Faletti, R. Paganelli and G. F. Pedulli, Eur. J. Org. Chem., 2004, 109.
6. R. Amorati, M. Lucarini, V. Mugnaini, G. F. Pedulli, F. Minisci, F. Recupero, F. Fontana, P. Astolfi and L. Greci, J. Org. Chem., 2003, 68, 1747; K. Nobuyoshi, Y. Cai and J. H. Espenson, J. Phys. Chem. A, 2003, 107, 4262; F. Minisci, F. Recupero, A. Cecchetto, C. Gambarotti, C. Punta, R. Faletti, R. Paganelli and G. F. Pedulli, Eur. J. Org. Chem., 2004, 109.
7. R. Amorati, M. Lucarini, V. Mugnaini, G. F. Pedulli, F. Minisci, F. Recupero, F. Fontana, P. Astolfi and L. Greci, J. Org. Chem., 2003, 68, 1747; K. Nobuyoshi, Y. Cai and J. H. Espenson, J. Phys. Chem. A, 2003, 107, 4262; F. Minisci, F. Recupero, A. Cecchetto, C. Gambarotti, C. Punta, R. Faletti, R. Paganelli and G. F. Pedulli, Eur. J. Org. Chem., 2004, 109.
8. K. Nobuyoshi, B. Saha and J. H. Espenson, J. Org. Chem., 2003, 68, 9364.
9. C. Annunziatini, M. F. Gerini, O. Lanzalunga and M. Lucarini, J. Org. Chem., 2004, 69, 3431.
10. L. Eberson, Electron Transfer Reactions in Organic Chemistry, Springer-Verlag, Berlin, 1987.
11. T. Iwahama, Y. Yoshima, T. Keitoku, S. Sakaguchi and Y. Ishii, J. Org. Chem., 2000, 65, 6502; F. Minisci, C. Punta, F. Recupero, F. Fontana and G. F. Pedulli, Chem. Commun., 2002, 688; A. Cecchetto, F. Minisci, F. Recupero, F. Fontana and G. F. Pedulli, Tetrahedron Lett., 2002, 43, 3605.
12. T. Iwahama, Y. Yoshima, T. Keitoku, S. Sakaguchi and Y. Ishii, J. Org. Chem., 2000, 65, 6502; F. Minisci, C. Punta, F. Recupero, F. Fontana and G. F. Pedulli, Chem. Commun., 2002, 688; A. Cecchetto, F. Minisci, F. Recupero, F. Fontana and G. F. Pedulli, Tetrahedron Lett., 2002, 43, 3605.
13. T. Iwahama, Y. Yoshima, T. Keitoku, S. Sakaguchi and Y. Ishii, J. Org. Chem., 2000, 65, 6502; F. Minisci, C. Punta, F. Recupero, F. Fontana and G. F. Pedulli, Chem. Commun., 2002, 688; A. Cecchetto, F. Minisci, F. Recupero, F. Fontana and G. F. Pedulli, Tetrahedron Lett., 2002, 43, 3605.
14. Y. Ishii, T. Iwahama, S. Sakaguchi, K. Nakayama and Y. Nishiyama, J. Org. Chem., 1996, 61, 4520.
15. B. J. Sealey, A. J. Ragauskas and T. J. Elder. Holzforschung, 1999, 53, 498.
16. F. D'Acunzo, P. Baiocco, M. Fabbrini, C. Galli and P. Gentili, New J. Chem., 2002, 26, 1791; P. Baiocco, A. M. Barreca, M. Fabbrini, C. Galli and P. Gentili, Org. Biomol Chem., 2003, 1, 191.
17. F. D'Acunzo, P. Baiocco, M. Fabbrini, C. Galli and P. Gentili, New J. Chem., 2002, 26, 1791; P. Baiocco, A. M. Barreca, M. Fabbrini, C. Galli and P. Gentili, Org. Biomol Chem., 2003, 1, 191.
18. F. Xu, J. J. Kulys, K. Duke, K. Li, K. Krikstopaitis, H.-J. W. Deussen, E. Abbate, V. Galinyte and P. Schneider, Appl. Environ. Microbiol., 2000, 66, 2052.
19. M. Fabbrini, C. Galli and P. Gentili, J. Mol. Catal. B: Enzym, 2002, 16, 231.
20. G. Prabhakar Rao and A. R. Vasudeva Murthy, J. Phys. Chem., 1964, 68, 1573.