Methyl-to-double bond migration in methylene arenium rhodium complexes

Organometallics

Volumn 19, Issue 12, 2000, Pages 2341-2345

  Vigalok, Arkadi ^a   Milstein, David ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON MONOXIDE; CARBONYLATION; CHEMICAL BONDS; ENTROPY; OLEFINS; RHODIUM; XYLENE;

DOUBLE BOND; METHYLENE ARENIUM RHODIUM COMPLEXES; PROTONATION;

ORGANOMETALLICS;

EID: 0033705446     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om990966n     Document Type: Article

References (19)

1. Vigalok, A.; Shimon, L. J. W.; Milstein, D. J. Am. Chem. Soc. 1998, 120, 477.
2. For a recent review see: Britovsek, G. J. P.; Gibson. V. C.; Wass, D. F. Angew. Chem., Int. Ed. 1999, 38, 428.
3. Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. In Principles and Applications of Organotransition Metal Chemistry; University Science Books: Mill Valley, CA, 1987.
4. Brown, C. K.; Wilkinson, G. J. Chem. Soc. A 1970, 2753.
5. For a recent review see: Drent, E.; Budzelaar, P. H. M. Chem. Rev. 1996, 96, 663.
6. For comparative analysis of alkyl migration to olefin and carbon monoxide see: Rix, F. C.; Brookhart, M. J. Am. Chem. Soc. 1995, 117, 1137.
7. 6: Brookhart, M.; Hauptman, E.; Lincoln, D. M. J. Am. Chem. Soc. 1992, 114, 10394.
8. For an example of Rh(III)-catalyzed alkene polymerization see: (a) Flood, T. C.; Wang, L. J. Am. Chem. Soc. 1992, 114, 3169. (b) Wang, L.; Lu, R. S.; Bau, R.; Flood, T. C. J. Am. Chem. Soc. 1993, 115, 6999.
9. For an example of Rh(III)-catalyzed alkene polymerization see: (a) Flood, T. C.; Wang, L. J. Am. Chem. Soc. 1992, 114, 3169. (b) Wang, L.; Lu, R. S.; Bau, R.; Flood, T. C. J. Am. Chem. Soc. 1993, 115, 6999.
10. (a) Forster, D. J. Am. Chem. Soc. 1976, 98, 846.
11. (b) Moloy, K. G.; Wegman, R. W. Adv. Chem. Ser. 1992, 230, 323.
12. (c) Oswald, A. A.; Hendriksen, D. E.; Kastrup, R. V.; Mozeleski, E. J. Adv. Chem. Ser. 1992, 230, 395.
13. (d) Ojima, I.; Zhang, A.; Korda, A.; Ingallina, P.; Clos, N. Adv. Chem. Ser. 1992, 230, 277.
14. For facile Rh protonation and C-H reductive elimination in a similar chelating system see: Hahn, C.; Spiegler, M.; Herdtweck, E.; Taube, R. Eur. J. Inorg. Chem. 1998, 1425.
15. Vigalok, A.; Kraatz, H.-B.; Konstantinovsky, L.; Milstein, D. Chem. Eur. J. 1997, 3, 253.
16. Vigalok, A; Shimon, L. J. W.; Milstein, D. J. Chem. Soc. Chem. Commun, 1996, 1673.
17. Vigalok, A.; Milstein, D. J. Am. Chem. Soc. 1997, 119, 7873.
18. Vigalok, A.; Rybtchinski, B.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D. Organometallics 1999, 19, 895.
19. The dicationic CO rhodium adducts from 4 or 9 were also observed (ref 14).