Synthesis of imidazolium-tethered ruthenium(II)-arene complexes and their application in biphasic catalysis

Organometallics

Volumn 25, Issue 3, 2006, Pages 733-742

  Geldbach, Tilmann J ^a   Laurenczy, Gábor ^a   Scopelliti, Rosario ^a   Dyson, Paul J ^a  

^a EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; COMPLEXATION; MONOMERS; REACTION KINETICS; SYNTHESIS (CHEMICAL); WATER;

ARENE COMPLEXES; HYDRIDE COMPLEX; PHOSPHINE COMPLEXES;

RUTHENIUM COMPOUNDS;

EID: 33644509810     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om050849u     Document Type: Article

References (55)

1. Parshall, G. W. J. Am. Chem. Soc. 1972, 94, 8716.
2. Joó, F.; Beck, M. T. Magy. Kém. Folyóirat 1973, 79, 189.
3. Manassen, J. In Catalysis: Progress in Research; Bassolo, F.; Burwell, R. L., Eds.; Plenum Press: London, 1973.
4. Freitas, E. R.; Gum, C. R. Chem. Eng. Prog. 1979, 73-76.
5. (a) Kuntz, E. Fr. Pat. 2314910, 1975.
6. (b) Cornils, B. J. Mol. Catal. A 1999, 143, 1.
7. Tzsehuke, C. C.; Markert, C.; Bannwarth, W.; Roller, S.; Hebel, A.; Haag, R. Angew. Chem., Int. Ed. 2002, 41, 3964.
8. Geldbach, T. J.; Dyson, P. J. Metal Catalysed Reactions in Ionic Liquids; Catalysis by Metal Complexes, Vol. 29; James, B. R.; van Leeuwen, P. W. M. N., Series Eds.; Springer: Dodrecht, 2005.
9. (a) Xiao, J.-C.; Twamley, B.; Shreeve, J. M. Org. Lett. 2004, 6, 3845.
10. (b) Zhao, D.; Fei, Z.; Geldbach, T. J.; Scopelliti, R.; Dyson, P. J. J. Am. Chem. Soc. 2004, 126, 15876.
11. (c) Fei, Z.; Geldbach, T. J.; Zhao, D.; Dyson. P. J. Eur. J. Chem. 2006, online.
12. Aqueous-phase organometallic catalysis, concepts and applications; Cornils, B.; Herrmann, W. A., Eds.; Wiley-VCH: Weinheim, 1998.
13. Geldbach, T. J.; Dyson, P. J. J. Am. Chem. Soc. 2004, 126, 8114.
14. Geldbach, T. J.; Brown, M. R. H.; Scopelliti, R.; Dyson, P. J. J. Organomet. Chem. 2005, 690, 5055.
15. 2N analogue is probably required to obtain a true low-melting ionic liquid.
16. (a) Fürstner, A.; Picquet, M.; Bruneau, C.; Dixneuf, P. H. Chem. Commun. 1998, 1315.
17. (b) Picquet, M.; Touchard, D.; Bruneau, C.; Dixneuf, P. H. New J. Chem. 1999, 141.
18. (c) Fürstner, A.; Liebl, M.; Lehmann, C. W.; Picquet, M.; Kunz, R.; Bruneau, C.; Touchard, D.; Dixneuf, P. H. Chem. Eur. J. 2000, 6, 1847.
19. See for example: (a) Herrmann, W. A. Angew. Chem., Int. Ed. 2002, 41, 1291.
20. (b) Herrmann, W. A.; Öfele, K.; von Preysing, D.; Schneider, S. K. J. Organomet. Chem. 2003, 687, 229.
21. (c) Scott, N. M.; Nolan, S. P. Eur. J. Inorg. Chem. 2005, 10, 1815.
22. (d) Crudden, C. M.; Allen, D. P. Coord. Chem. Rev. 2004, 248, 2247.
23. See for example: (a) Xu, L. J.; Chen, W. P.; Xiao, J. L. Organometallics 2000, 19, 1123.
24. (b) Lebel, H.; Janes, M. K.; Charette, A. B.; Nolan, S. P. J. Am. Chem. Soc. 2004, 126, 5046.
25. (c) Clement, N. D.; Cavell, K. J.; Jones, C.; Elsevier, C. J. Angew. Chem., Int. Ed. 2004, 43, 1277.
26. (d) McGuinness, D. S.; Cavell, K. J.; Yates, B. F. Chem. Commun. 2001, 355.
27. (e) McGuinness, D. S.; Cavell, K. J.; Yates, B. F.; Skelton, B. W.; White, A. H. J. Am. Chem. Soc. 2001, 123, 8317.
28. (f) Clement, N. D.; Cavell, K. J. Angew. Chem., Int. Ed. 2004, 43, 3845.
29. Csabai, P.; Joó, F. Organometallics 2004, 23, 5640.
30. Sémeril, D.; Bruneau, C.; Dixneuf, P. H. Helv. Chim. Acta 2001, 84, 3335.
31. Cetinkaya, B.; Demr, S.; Özdemir, I.; Toupet, L.; Sémeril, D.; Bruneau, C.; Dixnauf, P. H. Chem. Eur. J. 2003, 9, 2323.
32. Cadierno, V.; Díez, J.; García-Alvarez, J.; Gimeno, J. Chem. Commun. 2004, 1820.
33. See for example: (a) Baldwin, R.; Bennet, M. A.; Hockless, D. C.; Pertici, P.; Verrazzani, A.; Barretta, G. V.; Marchetti, F.; Salvadori, P. Dalton Trans. 2002, 4488.
34. (b) Bhalla, R.; Boxwell, C. J.; Duckett, S. B.; Dyson, P. J.; Humphrey, D. G.; Steed, J. W.; Suman, P. Organometallics 2002, 21, 924.
35. (c) Hansen, H. D.; Nelson, J. H. Organometallics 2000, 19, 4740.
36. (d) Arena, C. G.; Drago, D.; Panzalorto, M.; Giuseppe, B.; Faraone, F. Inorg. Chim. Acta 1999, 292, 84.
37. Daguenet, C.; Dyson, P. J. Organometallics 2004, 23, 6080.
38. Daguenet, C.; Scopelliti, R.; Dyson, P. J. Organometallics 2004, 23, 4849.
39. Abdur-Rashid, K.; Fedorkiw, T.; Lough, A. J.; Morris, R. H. Organometallics 2004, 23, 86.
40. (a) Richter, B.; Deelman, B.-J.; van Koten, G. J. Mol. Catal. A 1999, 145, 317.
41. (b) de Wolf, E.; Spek, A. L.; Kuipers, B. W. M.; Philipse, A. P.; Meeldijk, J. D.; Bomans, P. H. H.; Frederick, P. M.; Deelman B.-J.; van Koten, G. Tetrahedron 2002, 58, 3922.
42. Jessop, P. G.; Ikariya, T.; Noyori, R. Chem. Rev. 1995, 95, 259.
43. (a) Joó, F.; Laurenczy, G.; Nádasdi, L.; Elek, J. J. Chem. Soc., Chem. Commun. 1999, 971.
44. (b) Laurenczy, G.; Joó, F.; Nádasdi, L. Inorg. Chem. 2000, 39, 5083.
45. Jessop, P. G.; Hsiao, Y.; Ikariya, T.; Noyori, R. J. Am. Chem. Soc. 1996, 118, 344.
46. Horváth, H.; Laurenczy, G.; Kathó, Á. J. Organomet. Chem. 2004, 689, 1036.
47. (a) Kovács, G.; Nádasdi, L.; Joó, F.; Laurenczy, G. C. R. Acad. Sci., Ser. IIc: Chim. 2000, 3, 601.
48. (b) Kovács, G.; Nádasdi, L.; Laurenczy, G.; Joó, F. Green Chem. 2003, 5, 213.
49. Joó, F.; Kovács, J.; Bényei, A. C.; Nádasdi, L.; Laurenczy, G. Chem. Eur. J. 2001, 7, 193.
50. Elek, J.; Nádasdi, L.; Papp, G.; Laurenczy, G.; Joó, F. Appl. Catal. A 2003, 255, 59.
51. Wasserscheid, P.; Metlen, A.; Brausch, Patent WO2005014547, N.; 2005.
52. Dyson, P. J.; McIndoe, J. S. Inorg. Chim. Acta 2003, 354, 68.
53. CrysAlis RED; Oxford Diffraction Ltd.: Abingdon, OX14 4 RX, UK, 2003.
54. Sheldrick, G. M. SHELX-97, Structure Solution and Refinement Package; Universität Göttingen, 1997.
55. Walker, N.; Stuart, D. Acta Crystallogr. A 1983, 39, 158.