Catalytic oxidation of para-substituted phenols with cobalt-Schiff base complexes/O 2 - Selective conversion of syringyl and guaiacyl lignin models to benzoquinones

Tetrahedron Letters

Volumn 53, Issue 19, 2012, Pages 2380-2383

  Cedeno, Diana ^a   Bozell, Joseph J ^a  

^a UNIVERSITY OF TENNESSEE   (United States)

Author keywords

Biomass; Cobalt Schiff Base; Lignin; Phenol oxidation

Indexed keywords

BENZOQUINONE DERIVATIVE; COBALT COMPLEX; GUAIACYL; IMIDAZOLE; LIGAND; LIGNIN; METAL; OXYGEN; PHENOL DERIVATIVE; PYRIDINE; QUINONE DERIVATIVE; SCHIFF BASE; SYRINGYL; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CATALYSIS; CATALYST; MODEL; MOLECULAR SIZE; OXIDATION; PKA; QUANTUM YIELD; REACTION ANALYSIS; STEREOSPECIFICITY;

EID: 84859482296     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.02.093     Document Type: Article

References (30)

1. E.F. Caldin, S.P. Dagnall, M.K.S. Mak, and D.N. Brooke Faraday Discuss. 74 1982 215
2. J.J. Bozell, B.R. Hames, and D.R. Dimmel J. Org. Chem. 60 1995 2398
3. K. Kervinen, H. Korpi, J.G. Mesu, F. Soulimani, T. Repo, B. Rieger, M. Leskela, and B.M. Weckhuysen Eur. J. Inorg. Chem. 2005 2591
4. A. Zombeck, R.S. Drago, B.B. Corden, and J.H. Gaul J. Am. Chem. Soc. 103 1981 7580
5. M. Bunzel, and J. Ralph J. Agric. Food Chem. 54 2006 8352
6. E.C. Niederhoffer, J.H. Timmons, and A.E. Martell Chem. Rev. 84 1984 137
7. P.G. Cozzi Chem. Soc. Rev. 33 2004 410
8. R.D. Jones, D.A. Summerville, and F. Basolo Chem. Rev. 79 1979 139
9. A.E. Martell Oxygen complexes and oxygen activation by transition metals 1988 Plenum New York
10. D. Chen, A.E. Martell, and Y.Z. Sun Inorg. Chem. 28 1989 2647
11. L.H. Vogt, J.G. Wirth, and H.L. Finkbein J. Org. Chem. 34 1969 273
12. H.M. van Dort, and H.J. Geursen Recl. Trav. Chim. Pays-Bas 86 1967 520
13. D.L. Tomaja, L.H. Vogt, and J.G. Wirth J. Org. Chem. 35 1970 2029
14. R.A. Sheldon, and J.K. Kochi Metal catalyzed oxidations of organic compounds 1981 Academic Press New York
15. J.L. Harper, R.A.J. Smith, J.J. Bedford, and J.P. Leader Tetrahedron 53 1997 8211
16. M.J. Carter, D.P. Rillema, and F. Basolo J. Am. Chem. Soc. 96 1974 392
17. L.-B. Wu, Z.-Q. Hu, and G.-Q. Lai Chin. J. Struct. Chem. 25 2006 567
18. B.J. Kennedy, G.D. Fallon, B. Gatehouse, and K.S. Murray Inorg. Chem. 23 1984 580
19. D. Chen, and A.E. Martell Inorg. Chem. 26 1987 1026
20. R.J. Sundberg, and R.B. Martin Chem. Rev. 74 1974 471
21. P. Mulder, O.W. Saastad, and D. Griller J. Am. Chem. Soc. 110 1988 4090
22. J.A. Howard, and K.U. Ingold Can. J. Chem. 41 1963 2800
23. S.K. Badamali, R. Luque, J.H. Clark, and S.W. Breeden Catal. Commun. 10 2009 1010
24. C.P. Cheng, Y.S. Hwang, and R.S. Hwang J. Chin. Chem. Soc. 37 1990 457
25. K. Migita, M. Iwaizumi, and T. Isobe J. Am. Chem. Soc. 97 1975 4228
26. C. Srivanavit, and D.G. Brown J. Am. Chem. Soc. 100 1978 5777
27. Z. Rappoport The chemistry of phenols 2003 Wiley Hoboken Vol. II
28. K. Dodo, A. Aoyama, T. Noguchi-Yachide, M. Makishima, H. Miyachi, and Y. Hashimoto Bioorg. Med. Chem. 16 2008 4272
29. H. Arora, C. Philouze, O. Jarjayes, and F. Thomas Dalton Trans. 39 2010 10088
30. E. Bolzacchini, C. Canevali, F. Morazzoni, M. Orlandi, B. Rindone, and R. Scotti J. Chem. Society-Dalton Trans. 1997 4695