B-C bond cleavage of BArF anion upon oxidation of rhodium(I) with AgBArF. Phosphinite rhodium(I), rhodium(II), and rhodium(III) pincer complexes

Organometallics

Volumn 27, Issue 10, 2008, Pages 2293-2299

  Salem, Hiyam ^a   Shimon, Linda J W ^a   Leitus, Gregory ^a   Weiner, Lev ^a   Milstein, David ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

BOND CLEAVAGES;

EID: 44649133380     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om800034t     Document Type: Article

References (57)

1. Strauss, S. H. Chem. Rev. 1993, 93, 927.
2. (a) Holtcamp, M. W.; Henling, L. M.; Day, M. W.; Labinger, J. A.; Bercaw, J. E. Inorg. Chim. Acta 1998, 270, 467.
3. (b) Alaimo, P. J.; Arndtsen, B. A.; Bergman, R. G. J. Am. Chem. Soc. 1997, 119, 5269.
4. (c) Butts, M. D.; Scott, B. L.; Kubas, G. J. J. Am. Chem. Soc. 1996, 118, 11831.
5. (d) Brookhart, M.; Grant, B.; Volpe, A. F. Organometallics 1992, 11, 3920.
6. Nishida, H.; Takada, N.; Yoshimura, M.; Sonoda, T.; Kobayashi, H. Bull. Chem. Soc. Jpn. 1984, 57, 2600-2604.
7. Powell, J.; Lough, A.; Saeed, T. J. Chem. Soc., Dalton Trans. 1997, 4137, 4138.
8. Konze, W. V.; Scott, B. L.; Kubas, G. J. Chem. Commun. 1999, 1807-1808.
9. (a) Fachinetti, G.; Funaioli, T.; Zanazzi, P. F. J. Chem. Soc., Chem. Commun. 1988, 1100.
10. (b) Morris, J. H.; Gysling, H. J.; Reed, D. Chem. Rev. 1985, 85, 51.
11. (c) Ananias de Carvalho, L. C.; Dartiguenave, M.; Dartiguenave, Y.; Beauchamp, A. L. J. Am. Chem. Soc. 1984, 106, 6848.
12. (d) Albano, P.; Aresta, M.; Manassero, M. Inorg. Chem. 1980, 19, 1069.
13. (e) Bancroft, E. E; Blount, H. N.; Janzen, E. G. J. Am. Chem. Soc. 1979, 101, 3692.
14. (f) Ashworth, T. V.; Nolte, M. J.; Reimann, R. H.; Singleton, E. J. Chem. Soc., Chem. Commun. 1977, 937.
15. (g) Eisch, J. J.; Wilcsek, R. J. J. Organomet. Chem. 1974, 71, C21.
16. (h) Krager, G. J.; duPreez, A. L.; Haines, R. J. J. Chem. Soc., Dalton Trans. 1974, 1302.
17. (i) Abley, P.; Halpern, J. J. Chem. Soc., Chem. Commun. 1971, 1238.
18. (j) Nolte, M. J.; Gafner, G.; Haines, L. M. J. Chem. Soc., Chem. Commun. 1969, 1406.
19. (k) Williams, J. L. R.; Doty, J. C.; Grisdale, P. J.; Regan, T. H.; Borden, D. G. J. Chem. Soc., Chem. Commun. 1967, 109.
20. For recent examples see: (a) Feller, M.; Ben-Ari, E.; Gupta, T.; Shimon, L. J. W.; Leitus, G.; Diskin-Posner, Y.; Weiner, L.; Milstein, D. Inorg. Chem. 2007, 46, 10479-10490.
21. (b) Hetterscheid, D. G. H.; Klop, M.; Kicken, R. J. N. A. M.; Smits, J. M. M.; Reijerse, E. J.; de Bruin, B. Chem. Eur. J. 2007, 13, 3386-3405.
22. (c) Hamazawa, R. T.; Nishioka, T.; Kinoshita, I.; Takui, T.; Santo, R.; Ichimura, A. Dalton Trans. 2006, 1374-1376.
23. (d) Doux, M.; Mézailles, N.; Ricard, L.; Le Foch, P.; Adkine, P.; Berclaz, T.; Geoffroy, M. Inorg. Chem. 2005, 44, 1147-1152.
24. (e) Hetterscheid, D. G. H.; de Bruin, B.; Smits, J. M. M.; Gal, A. W. Organometallics 2003, 22, 3022-3024.
25. (f) Gerisch, M.; Krumper, J. R.; Bergman, R. G.; Tilley, T. D. Organometallics 2003, 22, 47-58.
26. (g) Willems, S. T. H.; Russcher, J. C.; Budzelaar, P. H. M.; de Bruin, B.; de Gelder, R.; Smits, J. M. M.; Gal, A. W. Chem. Commun. 2002, 148-149.
27. (h) Gerisch, M.; Krumper, J. R.; Bergman, R. G.; Tilley, T. D. J. Am. Chem. Soc. 2001, 123, 5818.
28. (i) Collman, J. P.; Boulatov, R. J. Am. Chem. Soc. 2000, 122, 11812-11821.
29. For reviews on mononuclear Rh(II) complexes see: (a) de Bruin, B.; Hetterscheid, D. G. H. Eur. J. Inorg. Chem. 2007, 211-230.
30. (b) DeWit, D. G. Coord. Chem. Rev. 1996, 147, 209-246.
31. (c) Pandey, K. K. Coord. Chem. Rev. 1992, 121, 1-42.
32. Montag, M.; Leitus, G.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D. Chem. Eur. J. 2007, 13, 9043-9055.
33. Salem, H.; Ben-David, Y.; Shimon, L. J. W.; Milstein, D. Organometallics 2006, 25, 2292-2300.
34. Morales-Morales, D.; Grause, C.; Kasaoka, K.; Redon, R.; Cramer, R. E.; Jensen, C. M. Inorg. Chim. Acta 2000, 300-302, 958.
35. Gottker-Schnetmann, I.; White, P.; Brookhart, M. J. Am. Chem. Soc. 2004, 126, 1804-1811.
36. Gottker-Schnetmann, I.; White, P. S.; Brookhart, M. Organometallics 2004, 23, 1766-1776.
37. (a) Nemeh, S.; Jensen, C.; Binamira-Soriaga, E.; Kaska, W. C. Organometallics 1983, 2, 1442-1447.
38. (b) Crocker, C.; Errington, J.; McDonald, W. S.; Odell, K. J.; Shaw, B. L. J. Chem. Soc., Chem. Commun. 1979, 498.
39. Grimm, J. C.; Nachtigal, C.; Mack, H.-G.; Kaska, W. C.; Mayer, H. A. Inorg. Chem. Commun. 2000, 3, 511-514.
40. 19F NMR of the reaction mixture, perhaps as a result of reaction with adventitious water forming an insoluble compound (a precipitate was observed).
41. F counteranion.
42. + was reported: Fernandez-Galan, R.; Manzano, B. R.; Otero, A.; Lanfranchi, M.; Pellinghelli, M. A. Inorg. Chem. 1994, 33, 2309. The adventitious water in the reaction leading to complex 11 might be derived from the solvent.
43. (a) Lemattre, F.; Lucas, D.; Groison, K.; Ricard, P.; Mugnier, Y.; Harvey, P. D. J. Am. Chem. Soc. 2003, 125, 5511.
44. (b) Connelly, N. G.; Einig, T.; Garcia Herbosa, G.; Hopkins, P. M.; Mealli, C.; Orpen, A. G.; Rosair, G. M.; Viguri, F. J. Chem. Soc., Dalton Trans. 1994, 2025.
45. (c) Bauer, H.; Nagel, U.; Beck, W. J. Organomet. Chem. 1985, 290, 219.
46. (d) Wimmer, F. L.; Snow, M. R. Aust. J. Chem. 1978, 31, 267.
47. (e) White, C.; Thompson, S. J.; Maitlis, P. M. J. Organomet. Chem. 1977, 134, 319.
48. (f) Thompson, S. J.; Bailey, P. M.; White, C.; Maitlis, P. M. Angew. Chem., Int. Ed. Engl. 1976, 15, 490.
49. 6, respectively, did not occur.
50. Dixon, F. M.; Masar, M. S., III; Doan, P. E.; Farrell, J. R.; Arnold, F. P., Jr.; Mirkin, C. A.; Incarvito, C. D.; Zakharov, L. N.; Rheingold, A. L. Inorg. Chem. 2003, 42, 3245-3255.
51. 2.
52. Connelly, N. G.; Geiger, W. E. Chem. Rev. 1996, 96, 877-910.
53. Examples of such coordination: Zhang, J.; Barakat, K. A.; Cundari, T. R.; Gunnoe, T. B.; Boyle, P. D.; Petersen, J. L.; Day, C. S. Inorg. Chem. 2005, 44, 8379-8379.
54. Herde, J. L.; Senoff, C. V. Inorg. Nucl. Chem. Lett. 1971, 7, 1029.
55. Giordano, G.; Crabtree, R. H. Inorg. Synth. 1990, 28, 88-90.
56. Yakelis, N. A.; Bergman, R. G. Organometallics 2005, 24, 3579-3581.
57. Hayashi, Y.; Rohde, J. J.; Corey, E. J. J. Am. Chem. Soc. 1996, 118, 5502-5503.