Iridium aminyl radical complexes as catalysts for the catalytic dehydrogenation of primary hydroxyl functions in natural products

Comptes Rendus Chimie

Volumn 10, Issue 8, 2007, Pages 721-730

  Donati, Nicola ^a   Königsmann, Martin ^a   Stein, Daniel ^a   Udino, Lyn ^b   Grützmacher, Hansjörg ^a  

^a ETH ZURICH   (Switzerland)

^b UNIVERSITÉ DES ANTILLES ET DE LA GUYANE   (France)

Author keywords

Alcohols; Aldehydes; Aminyl radicals; Catalysis; Iridium; Natural products; Oxidation

Indexed keywords

EID: 34547702858     PISSN: 16310748     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.crci.2007.03.017     Document Type: Article

References (31)

1. Whittaker J.W. Arch. Biochem. Biophys. 433 (2005) 227
2. Chaudhuri P., Wieghardt K., Weyhermüller T., Paine T.K., Mukherjee S., and Mukherjee C. Biol. Chem. 386 (2005) 1023
3. Pierre J.-L., and Thomas F. C. R. Chimie 8 (2005) 65
4. Pratt R.C., and Stack T.D.P. Inorg. Chem. 44 (2005) 2367
5. Gamez P., Koval I.A., and Reedijk J. Dalton Trans. (2004) 4079
6. Jazdewski B.A., and Tolman W.B. Coord. Chem. Rev. 200-202 (2000) 633
7. Markó I.E., Giles P.R., Tsukazaki M., Brown S.M., and Urch C.J. Science 274 (1996) 2044
8. Guidoni L., Spiegel K., Zumstein M., and Röthlisberger U. Angew. Chem., Int. Ed. Engl. 43 (2004) 3286
9. There is a vast body of literature on this topic. For a recent publication giving a comprehensive listing:. Schultz M.J., Hamilton S., Jensen D.R., and Sigman M.S. J. Org. Chem. 70 (2005) 3343
10. Ley S.V., Norman J., Griffith W.P., and Marsden S.P. Synthesis (1994) 639
11. ten Brink G.-J., Arends I.W.C.E., and Sheldon R.A. Science 287 (2000) 1636
12. Reviews:
13. Sheldon R.A., Arends I.W.C.E., and Dijksman A. Catal. Today 57 (2000) 157
14. Sheldon R.A., Arends I.W.C.E., Ten Brink G.-J., and Dijksman A. Acc. Chem. Res. 35 (2002) 774
15. Irie R., and Katsuki T. Chem. Rec. 4 (2004) 96
16. Stahl S.S. Angew. Chem., Int. Ed. Engl. 43 (2004) 3400
17. Nishimura T., and Uemura S. Synlett (2004) 201
18. Gamez P., Arends I.W.C.E., Sheldon R.A., and Reedijk J. Adv. Synth. Catal. 346 (2004) 805
19. Marks T. Bonding Energetics in Organometallic Compounds 428 (1990), ACS Symposium Series
20. Büttner T., Geier J., Frison G., Harmer J., Calle C., Schweiger A., and Grützmacher H. Science 307 (2005) 235
21. Maire P., Königsmann M., Sreekanth A., Harmer J., Schweiger A., and Grützmacher H. J. Am. Chem. Soc. 128 (2006) 6578
22. M. Königsmann, N. Donati, J. Harmer, A. Sreekanth, H. Grützmacher, Angew. Chem. Int. Ed. Engl. 46 (2007).
23. Bordwell F.G. Acc. Chem. Res. 21 (1988) 456
24. Maire P., Breher F., Schönberg H., and Grützmacher H. Organometallics 24 (2005) 3207
25. Maire P., Breher F., and Grützmacher H. Angew. Chem., Int. Ed. 44 (2005) 6325
26. Maire P., Büttner T., Breher F., Le Floch P., and Grützmacher H. Angew. Chem. 117 (2005) 6477
27. Angew. Chem., Int. Ed. 44 (2005) 6318
28. Büttner T., Breher F., and Grützmacher H. Chem. Commun. (2004) 2820
29. Caulton K.G. New J. Chem. 18 (1994) 25
30. Wolf J.-P., and Pfander H. Helv. Chim. Acta 69 (1986) 62
31. Celebuski J., and Rosenblum M. Tetrahedron 41 (1985) 5741