Selective C(α)-C(β) bond cleavage by water in allenylidene and alkenylvinylidene ruthenium complexes

Chemical Communications

Volumn , Issue 5, 1999, Pages 443-444

  Bianchini, Claudio ^a   Peruzzini, Maurizio ^a   Zanobini, Fabrizio ^a   Lopez, Carlos ^a   De Los Rios, Isaac ^a   Romerosa, Antonio ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALKENE; CARBON; CARBONYL DERIVATIVE; RUTHENIUM DERIVATIVE; WATER;

ARTICLE; CHEMICAL STRUCTURE;

EID: 0033531418     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900011i     Document Type: Article

References (30)

1. E. O. Fischer, H.-J. Halder, A. Franck, F. H. Köhler and G. Huttner, Angew. Chem., Int. Ed. Engl., 1976, 15, 623; H. Berke, Angew. Chem., Int. Ed. Engl., 1976, 15, 624.
2. E. O. Fischer, H.-J. Halder, A. Franck, F. H. Köhler and G. Huttner, Angew. Chem., Int. Ed. Engl., 1976, 15, 623; H. Berke, Angew. Chem., Int. Ed. Engl., 1976, 15, 624.
3. For the general reactivity of allenylidenes, see: (a) M. A. Esteruelas, A. V. Gómez, A. M. López, E. Oñate and N. Ruiz, Organometallics, 1998, 17, 4959 and references therein;
4. (b) R. Wiedemann, P. Steinert, O. Gevert and H. Werner, J. Am. Chem. Soc., 1996, 118, 2495;
5. (c) H. Fischer, G. Roth, D. Reindl and C. Troll, J. Organomet. Chem., 1993, 454, 133;
6. (d) V. N. Kalinin, V. V. Deunov, M. A. Lusenkova, P. V. Petrovsky and N. E. Kolobova, J. Organomet. Chem., 1989, 379, 303;
7. (e) D. Touchard and P. H. Dixneuf, Coord. Chem. Rev., 1998, 178-180, 409;
8. (f) M. I. Bruce, Chem. Rev., 1998, 98, 2797.
9. For theoretical studies, see: (a) M. A. Esteruelas, V. Gómez, A. M. López, J. Modrego and E. Oñate, Organometallics, 1997, 16, 5826;
10. (b) B. E. R. Schilling, R. Hoffmann and D. L. Lichtenherger, J. Am. Chem. Soc., 1979, 101, 585.
11. A. Fürstner, M. Picquet, C. Bruneau and P. H. Dixneuf, Chem. Commun., 1998, 1315; B. M. Trost and J. A. Flygare, J. Am. Chem. Soc., 1992, 114, 5476.
12. A. Fürstner, M. Picquet, C. Bruneau and P. H. Dixneuf, Chem. Commun., 1998, 1315; B. M. Trost and J. A. Flygare, J. Am. Chem. Soc., 1992, 114, 5476.
13. (a) V. Cadierno, M. P. Gamasa, J. Gimeno, M. C. López-Gonzalez, J. Borge and S. Garcia-Granda, Organometallics, 1997, 16, 4453;
14. (b) C. Bohanna, B. Callejas, A. J. Edwards, M. A. Esteruelas, F. J. Lahoz, L. A. Oro, N. Ruiz and C. Valero, Organometallics, 1998, 17, 373;
15. (c) D. Touchard, P. Haquette, A. Daridor, A. Romero and P. H. Dixneuf, Organometallics, 1998, 17, 3844;
16. (d) D. Pilette, K. Ouzzine, H. Le Bozec, P. H. Dixneuf, C. E. F. Rickard, and W. R. Roper, Organometallics, 1992, 11, 809.
17. M. A. Esteruelas, A. V. Gómez, F. J. Lahoz, A. M. López, E. Oñate and L. A. Oro, Organomerallics, 1996, 15, 3423.
18. 2OH. The hydrolysis of an undetected allenylidene intermediate was hypothesized: J. M. O'Connor and K. Hilbner, Chem. Commun., 1995, 1209.
19. C. Bruneau and P. H. Dixneuf, Acc. Chem. Res., 1999, in press.
20. J. P. Selegue, Organometallics, 1982, 1, 217.
21. C. Bianchini, P. Innocenti, D. Masi, M. Peruzzini and F. Zanobini, Gazz. Chim. Ital., 1992, 122, 461.
22. Complexes 2-4 exhibit a rich chemistry which will be detailed in due course; C. Bianchini and M. Peruzzini, manuscript in preparation.
23. 2|], H. Werner, A. Stark, P. Steinert, C. Grünwald and J. Wolf.
24. (a) J. P. Selegue, B. A. Young and S. L. Logan, Oragnometallics, 1991, 10, 1972;
25. (b) V. Cadierno, M. P. Gamasa, J. Gimeno, J. Borge and S. Garcia-Granda, Organometallics, 1997, 16, 3187.
26. C. Bianchini, P. Innocenti, M. Peruzzini, A. Romerosa and F. Zanobini, Organometallics, 1996, 15, 272.
27. The hydrolysis of related vinylidene species has been studied in detail, see: C. Bianchini, J. A. Casares. M. Peruzzini, A. Romerosa and F. Zanobini, J. Am. Chem. Soc., 1996, 118, 4585.
28. A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, C. Burla, G. Polidori and M. Camalli, J. Appl. Crystallogr., 1994, 27, 435.
29. G. M. Sheldrick, SHELX-93, University of Göttingen, 1993.
30. C. K. Johnson, ORTEP, Oak Ridge, TN, 1976.