C-S Bond Scission of Substituted Thiophenes at Rhodium. Factors Influencing the Regioselectivity of the Insertion and the Stability of the Resulting Metallathiacycles

Organometallics

Volumn 14, Issue 7, 1995, Pages 3196-3202

  Bianchini, Claudio ^a   Jiménez, M Victoria ^a   Meli, Andrea ^a   Vizza, Francesco ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001078323     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om00007a021     Document Type: Article

References (29)

1. Mitchell, P. C. H. The Chemistry of Some Hydrodesulphurisation Catalysts Containing Molybdenum; Climax Molybdenum Co. Ltd.: London, 1967. (b) Schuman, S. C.; Shalit, H. Catal. Rev. 1970, 4, 245. (c) Weisser, O.; Landa, O. Sulfide Catalysts: Their Properties and Applications; Pergamon: Oxford, U.K., 1973. (d) Gates, B. C.; Katzer, J. R.; Schuit, G. C. A. Chemistry of Catalytic Properties; McGraw-Hill: New York, 1979. (e) Satterfield, C. N. Heterogeneous Catalysis in Practice; McGraw-Hill: New York, 1980. (f) Geochemistry of Sulfur in Fossil Fuels; Orr, W. L., White, C. M., Eds.; ACS Symposium Series 429; American Chemical Society: Washington, DC, 1990. (g) McCulloch, D. C. In Applied Industrial Catalysis; Leach, B. E., Ed.; Academic: New York, 1983; Vol. 1, p 69. (h) Lyapina, N. K. Russ. Chem. Rev. (Engl. Transl.) 1982, 51, 189. (i) Challenger, F. Aspects of the Organic Chemistry of Sulfur; Butterworths: London, 1959.
2. Sánchez-Delgado, R. A. J. Mol. Catal. 1994, 86, 287. (b) Rauchfuss, T. B. Prog. Inorg. Chem. 1991, 39, 259. (c) Angelici, R. J. Coord. Chem. Rev. 1990, 105, 61. (d) Angelici, R. J. Acc. Chem. Res. 1988, 21, 387.
3. Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sánchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731.
4. Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1994, 116, 198.
5. Jones, W. D.; Chin, R. M.; Crane, T. W.; Baruch, D. M. 4448. Organometallics 1994 13
6. Dong, L.; Duckett, S. B.; Ohman, K. F.; Jones, W. D. J. Am. Chem. Soc. 1992, 114, 151.
7. Chen, J.; Daniels, L. M.; Angelici, R. J. J. Am. Chem. Soc. 1990, 112, 199.
8. Selnau, H. E.; Merola, J. S. Organometallics 1993, 12, 1583.
9. Benson, J. W.; Angelici, R. J. Organometallics 1993, 12, 680. (b) Benson, J. W.; Angelici, R. J. Organometallics 1992, 11, 922.
10. Jones, W. D.; Dong, L. J. Am. Chem. Soc. 1991, 113, 559.
11. Jones, W. D.; Chin, R. M. J. Am. Chem. Soc. 1992, 114, 9851.
12. Buys, I. E.; Field, L. D.; Hambley, T. W.; McQueen, A. E. D. J. Chem. Soc., Chem. Commun. 1994, 557.
13. Luo, S.; Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. J. Am. Chem. Soc. 1992, 114, 1732.
14. Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359.
15. Ogilvy, A. E.; Draganjac, M.; Rauchfuss, T. B.; Wilson, S. R. Organometallics 1988, 7. 1171.
16. Bianchini, C.; Frediani, P.; Herrera, V.; Jiménez, M. V.; Meli, A.; Rincón, L.; Sánchez-Delgado, R. A.; Vizza, F. J. Am. Chem. Soc., in press. (b) Bianchini, C.; Meli, A.; Laschi, F.; Ramirez, J. A.; Zanello, P.; Vacca, A. Inorg. Chem. 1988, 27, 4429. (c) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Albinati, A. Organometallics 1990, 9, 2283.
17. Ott, J.; Venanzi, L. M.; Ghilardi, C. A.; Midollini, S.; Orlandini, A. J. Organomet. Chem. 1985, 291, 89.
18. Bothner-By, A. A.; Castellano, S. QCPE 1967, 11, 111. (b) Castenallo, S.; Bothner-By, A. A. J. Chem. Phys. 1964, 41, 3863.
19. Stephenson, D. S.; Binsch, G. J. Magn. Reson. 1980, 37, 409.
20. Bianchini, C.; Jiménez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem., in press. (b) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Moneti, S.; Herrera, V.; Sánchez-Delgado, R. A. J. Am. Chem. Soc. 1994, 116, 4370.
21. Bianchini, C.; Jiménez, M. V.; Meli, A.; Moneti, S.; Vizza, F.; Herrera, V.; Sánchez-Delgado, R. A. Organometallics, in press.
22. Merola, J. S.; Grieb, A.; Ladipo, F. T.; Selnau, H. E. Symposium on Mechanism of HDS / HDN Reactions, 206th National Meeting of the American Chemical Society, Chicago, IL, August 22-27, 1993; Division of Petroleum Chemistry, Inc., American Chemical Society: Washington, DC, 1993; p 674.
23. Bianchini, C.; Meli, A., to be submitted for publication.
24. Anderson, A. B.; Al-Saigh, Z. Y.; Hall, W. K. J. Phys. Chem. 1988, 92, 803. (b) Lacroix, M.; Yuan, S.; Breysse, M.; Dorémieux-Morin, C.; Fraissard, J. J. Catal. 1992, 138, 409. (c) Neurock, M.; van Santen, R. A. J. Am. Chem. Soc. 1994, 116, 4427.
25. Harris, S.; Chianelli, R. R. J. Catal. 1984, 86, 400.
26. Zdrazil, M. Collect. Czech. Chem. Commun. 1977, 42, 1484. (b) Zdrazil, M. Catal. Today 1988, 3, 269.
27. Zdrazil, M. Collect. Czech. Chem. Commun. 1975, 40, 3491.
28. Desikan, P.; Amberg, C. H. Can. J. Chem. 1963, 41, 1966.
29. Angelici, R. J. In Encyclopedia of Inorganic Chemistry; King, R. B., Ed.; Wiley: New York, 1994; Vol. 3, p 1433.