Selective oxidation of a single primary alcohol function in oligopyridine frameworks

Organic Letters

Volumn 6, Issue 17, 2004, Pages 2865-2868

  Ziessel, Raymond ^a   Nguyen, Patrick ^a   Douce, Laurent ^a   Cesario, Michèle ^a   Estournes, Claude ^b  

^a CNRS   (France)

^b INSTITUT DE PHYSIQUE ET CHIMIE DES MATÉRIAUX DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; BIPYRIDINE; MANGANESE DERIVATIVE; OLIGOPYRIDINE; PYRIDAZINE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; MORPHOLOGY; OXIDATION; SCANNING ELECTROCHEMICAL MICROSCOPY; X RAY POWDER DIFFRACTION;

EID: 4444287266     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0491843     Document Type: Article

References (28)

1. (a) Mancuso, A. J.; Swern, D. Synthesis 1981, 165.
2. (b) Tidwell, T. T. Synthesis 1990, 857.
3. (a) Collins, J. C.; Hess, W. W.; Frank, F. J. Tetrahedron Lett. 1968, 3363.
4. (b) Corey, E. J.; Schmidt, G. Tetrahedron Lett. 1979, 399 and references therein.
5. Narasaka, K.; Morikawa, A.; Saigi, K.; Mukaiyama, T. Bull. Chem. Soc. Jpn. 1977, 50, 2773.
6. Griffith, W. P.; Ley, S. V.; Whitcombe, G. P.; White, A. D. Chem. Commun. 1987, 1625.
7. Firouzabadi, H.; Mostfavipoor, Z. Bull. Chem. Soc. Jpn. 1983, 56, 914.
8. Dupau, P.; Renouard, T.; Le Bozec, H. Tetrahedron Lett. 1996, 37, 7503.
9. Dias, E. L.; Brookhart, M.; White, P. S. Chem. Commun. 2001, 423.
10. Dias, E. L.; Brookhart, M.; White, P. S. J. Am. Chem. Soc. 2001, 123, 2442.
11. (a) Small, B. L.; Brookhart, M.; Bennett; A. M. A. J. Am. Chem. Soc. 1998, 120, 4049.
12. (b) Small, B. L.; Brookhart, M. J. Am. Chem. Soc. 1998, 120, 7143.
13. (c) Britovsek, G. J. P.; Gibson, V. C.; Kimberley, B. S.; Maddox, P. J.; McTavish, S. J.; Solan, G. A.; White, A. J. P.; Williams, D. J.; Bruce, M.; Mastroianni, S.; Redshaw, C.; Strömberg, S. J. Am. Chem. Soc. 1999, 121, 8728.
14. Weibel, N.; Charbonnière, L.; Ziessel, F. R. J. Org Chem. 2002, 67, 7876.
15. Mathes, W.; Sauermilch, W. Chem. Ber. 1956, 89, 1515.
16. (a) Attenburrow, J.; Cameron, A. F. B.; Chapman, J. H.; Evan, R. M.; Hems, B. A.; Jansen, A. B. A.; Walker, T. J. Chem. Soc. 1952, 1094.
17. (b) Lou, J.-D.; Xu, Z.-N. Tetrahedron Lett. 2002, 43, 6149.
18. Papadopoulos, E. P.; Jarrar, A.; Issidorides, C. H. J. Org Chem. 1966, 31, 615.
19. Hill, L. I.; Verbaere, A.; Guyomard, D. J. Electrochem. Soc. 2003, 150, 135 and references therein.
20. Hill, L. I.; Verbaere, A.; Guyomard, D. J. Power Sources 2003, 119-121, 226.
21. (a) El-ghayoury, A.; Douce, L.; Skoulios, A.; Ziessel, R. Angew. Chem., Int. Ed. 1998, 37, 2205.
22. (b) Douce, L.; El-ghayoury, A.; Skoulios, A.; Ziessel, R. Chem. Commun. 1999, 2033.
23. Percec, V.; Ahn, C.-H.; Bera, T. K.; Ungar, G.; Yeardley, D. J. P. Chem. Eur. J. 1999, 5, 1070.
24. Juris, A.; Ziessel, R. Inorg. Chim. Acta 1994, 225, 251.
25. Buda, M.; Moutet, J.-C.; Saint-Aman, E.; De Cian, A.; Fisher, J.; Ziessel, R. Inorg. Chem. 1998, 37, 4146 and references therein.
26. Yoza, K.; Amanokura, N.; Ono, Y.; Akao, T.; Shinmori, H.; Takeuchi, M.; Shinkai, S.; Reinhoudt, D. N. Chem. Eur. J. 1999, 5, 2722.
27. Douce, L.; Ziessel, R.; Lai, H.-H.; Lin, H.-C. Liq. Cryst. 1999, 26, 1797.
28. Lavalette, A.; Tuna, F.; Clarkson, G.; Alcock, N. W.; Hannon, M. J. Chem. Commun. 2003, 2666.