Phosphine-free Cp*Ru(diamine) catalysts in the hydrogenation of imines

Chemistry - An Asian Journal

Volumn 3, Issue 8-9, 2008, Pages 1390-1394

  Cheruku, Pradeep ^a   Church, Tamara L ^a   Andersson, Pher G ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

Diamine ligands; Hydrogenations; Imines; Ruthenium

Indexed keywords

DIAMINE; IMINE; LIGAND; PHOSPHINE; PHOSPHINE DERIVATIVE; RUTHENIUM DERIVATIVE; WATER;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM;

CATALYSIS; DIAMINES; IMINES; LIGANDS; MOLECULAR STRUCTURE; PHOSPHINES; RUTHENIUM COMPOUNDS; STEREOISOMERISM; WATER;

EID: 54849421347     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.200800182     Document Type: Article

References (44)

1. R. H. Morris in The Handbookof Homogeneous Hydrogenation, Vol. 1 (Eds.: J. G. de Vries, C. J. Elsevier), Wiley-VCH, Weinheim, 2007, p. 45.
2. R. Noyori, Angew. Chem. 2002, 114, 2108;
3. Angew. Chem. Int. Ed. 2002, 41, 2008.
4. a) R. Noyori, T. Ohkuma, M. Kitamura, H. Takaya, N. Sayo, H. Kumobayashi, S. Akutagawa, J. Am. Chem. Soc. 1987, 109, 5856;
5. b) M. Kitamura, T. Ohkuma, S. Inoue, N. Sayo, H. Kumobayashi, S. Akutagawa, T. Ohta, H. Takaya, R. Noyori, J. Am. Chem. Soc. 1988, 110, 629.
6. A short review of early developments in this field is available in: H. Takaya, T. Ohta, K. Mashima, R. Noyori, Pure Appl. Chem. 1990, 62, 1135.
7. T. Ohkuma, H. Ooka, S. Hashiguchi, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1995, 117, 2675.
8. For some contemporary reviews on transfer hydrogenation, see: a) T. Ohkuma, R. Noyori in Comprehensive Asymmetric Catalysis, Vol. 1 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, p. 197;
9. b) R. Noyori, S. Hashiguchi, Acc. Chem. Res. 1997, 30, 97;
10. c) B. R. James, Catal. Today 1997, 37, 2 09;
11. d) M. J. Palmer, M. Wills, Tetrahedron: Asymmetry 1999, 10, 2045.
12. F. Spindler, H.-U. Blaser in The Handbook of Homogeneous Hydrogenation, Vol. 3 (Eds.: J. G. de Vries, C. J. Elsevier), Wiley-VCH, Weinheim, 2007, p. 1193.
13. A. J. Blacker in The Handbook of Homogeneous Hydrogenation, Vol. 3 (Eds.: J. G. de Vries, C. J. Elsevier), Wiley-VCH, Weinheim, 2007, p. 1215.
14. a) V. Rautenstrauch, X. Hoang-Cong, R. Churlaud, K. Abdur-Rashid, R. H. Morris, Chem. Eur. J. 2003, 9, 4954;
15. b) M. L. Clarke, G. J. Roff in The Handbook of Homogeneous Hydrogenation, Vol. 1 (Eds.: J. G. de Vries, C. J. Elsevier), Wiley-VCH, Weinheim, 2007, p. 413.
16. S. Gladiali, E. Alberico, Chem. Soc. Rev. 2006, 35, 226.
17. S. Hashiguchi, A. Fujii, J. Takehara, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1995, 117, 7562.
18. A. Fujii, S. Hashiguchi, N. Uematsu, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 2521.
19. N. Uematsu, A. Fujii, S. Hashiguchi, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 4916.
20. For an overview, see reference [8].
21. H.-U. Blaser, F. Spindler in Comprehensive Asymmetric Catalysis, Vol. 1 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, p. 247.
22. C. Botteghi, M. Bianchi, E. Benedetti, U. Matteoli, Chimia 1975, 29, 256.
23. D. E. Fogg, B. R. James, M. Kilner, Inorg. Chim. Acta 1994, 222, 85.
24. T. Ohkuma, H. Ooka, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1995, 117, 10417.
25. K. Abdur-Rashid, A. J. Lough, R. H. Morris, Organometallics 2001, 20, 1047.
26. K. Abdur-Rashid, PCT Int. Appl., WO 2005056513 A1, CAN: 143:78085.
27. K. Abdur-Rashid, A. J. Lough, R. H. Morris, Organometallics 2000, 19, 2655.
28. C. J. Cobley, J. P. Henschke, Adv. Synth. Catal. 2003, 345, 195.
29. M. Ito, M. Hirakawa, K. Murata, T. Ikariya, Organometallics 2001, 20, 379.
30. C. Hedberg, K. Källström, P. I. Arvidsson, P. Brandt, P. G. Andersson, J. Am. Chem. Soc. 2005, 127, 15083.
31. T. Ohkuma, C. A. Sandoval, R. Srinivasan, Q. Lin, Y. Wei, K. Muñiz, R. Noyori, J. Am. Chem. Soc. 2005, 127, 8288.
32. W. Baratta, E. Herdtweck, K. Siega, M. Toniutti, P. Rigo, Organometallics 2005, 24, 1660.
33. a) K. Källström, C. Hedberg, P. Brandt, A. Bayer, P. G. Andersson, J. Am. Chem. Soc. 2004, 126, 14308;
34. b) For recent reviews, see: K. Källström, I. Munslow, P. G. Andersson, Chem. Eur. J. 2006, 12, 3194;
35. c) T. Church, P. G. Andersson, Coord. Chem. Rev. 2008, 252, 513.
36. A. Paptchikhine, K. Källström, P. G. Andersson, C. R. Chim. 2007, 10, 213.
37. a) A. Trifonova, J. S. Diesen, C. J. Chapman, P. G. Andersson, Org. Lett. 2004, 6, 3825;
38. b) A. Trifonova, J. S. Diesen, P. G. Andersson, Chem. Eur. J. 2006, 12, 2318.
39. a) P. Schnider, G. Koch, R. Prétôt, G. Wang, F. M. Bohnen, C. Krüger, A. Pfaltz, Chem. Eur. J. 1997, 3, 887;
40. b) J. L. García Ruano, J. Alemán, M. B. Cid, A. Parra, Org. Lett. 2005, 7, 179;
41. c) B. H. Lipshutz, H. Shimizu, Angew. Chem. 2004, 116, 2278;
42. Angew. Chem. Int. Ed. 2004, 43, 2228;
43. d) S. Y. Kim, G.-I. An, H. Rhee, Synlett 2003, 112;
44. e) J. S. M. Samec, J.-E. Bäckvall, Chem. Eur. J. 2002, 8, 2955.