Theoretical model for insertion of the 16-electron species (η5C5H5)M(L) into saturated hydrocarbons. A (η5-C5H5)M(CO) + CH4 (M = Ru-, Os- , Rh, Ir, Pd+, Pt+) case study

Organometallics

Volumn 16, Issue 8, 1997, Pages 1621-1627

  Su, Ming Der ^a   Chu, San Yan ^a  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000340829     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om960837w     Document Type: Article

References (44)

1. For reviews, see: (a) Hill, C. L. Activation and Functionalization of Alkanes; Wiley: New York, 1989. (b) Davies, J. A.; Watson, P. L.; Liebman, J. F.; Greenberg, A. Selective Hydrocarbon Activation: Principles and Progress; VCH: New York, 1990. (c) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789.
2. For reviews, see: (a) Hill, C. L. Activation and Functionalization of Alkanes; Wiley: New York, 1989. (b) Davies, J. A.; Watson, P. L.; Liebman, J. F.; Greenberg, A. Selective Hydrocarbon Activation: Principles and Progress; VCH: New York, 1990. (c) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789.
3. For reviews, see: (a) Hill, C. L. Activation and Functionalization of Alkanes; Wiley: New York, 1989. (b) Davies, J. A.; Watson, P. L.; Liebman, J. F.; Greenberg, A. Selective Hydrocarbon Activation: Principles and Progress; VCH: New York, 1990. (c) Crabtree, R. H. Angew. Chem., Int. Ed. Engl. 1993, 32, 789.
4. (a) Janowicz, A. H.; Bergman, R. G. J. Am. Chem. Soc. 1983, 105, 3929.
5. (b) Janowicz, A. H.; Perima, R. A.; Buchanan, J. M.; Kovac, C. A.; Struker, J. M.; Wax, M. J.; Bergman, R. G. Pure Appl. Chem. 1984, 56, 13 and references cited therein,
6. (c) Jones, W. D.; Feher, F. J. J. Am. Chem. Soc. 1984, 106, 1650.
7. (d) Bergman, R. G. Science 1984, 223, 902.
8. (e) Wasserman, E. P.; Moore, C. B.; Bergman, R. G. Science 1992, 255, 315 and references cited therein.
9. (a) Ziegler, T.; Tschinke, V.; Fan, L.; Becke, A. D. J. Am. Chem. Soc. 1989, 111, 9177.
10. (b) Song, J.; Hall, M. B. Organometallics 1993, 12, 3118.
11. (c) Musaev, D. G.; Morokuma, K. J. Am. Chem. Soc. 1995, 117, 799.
12. (d) Siegbahn, P. E. M. J. Am. Chem. Soc. 1996, 118, 1487.
13. (e) Couty, M.; Bayse, C. A.; Jimenez-Catano, R.; Hall, M. B. J. Phys. Chem. 1996, 100, 13976.
14. (f) Su, M.-D.; Chu, S.-Y., submitted for publication.
15. Gaussian 94, Revision B.2: M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. GUI, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Pittsburgh PA, 1995.
16. Hehre, W. J.; Random, L.; Schleyer, P. v. R.; Pople, J. A. Abinitio Molecular Orbital Theory; Wiley-Interscience: New York, 1986, and references therein.
17. (a) Becke, A. D. Phys. Rev. A 1988, 38, 3098.
18. (b) Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
19. (c) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
20. (a) Stevens, P. J.; Devlin, F. J.; Chablowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
21. (b) Ricca, A.; Bauschlicher, C. W. Theor. Chim. Acta 1995, 92, 123.
22. (a) Gugelchuk, M. M. J. Mol. Struct. (THEOCHEM) 1995, 357, 263.
23. (b) Su, M.-D., Chu, S.-Y., submitted for publication.
24. (a) Hay, J. P.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270.
25. (b) Ibid. 1985, 82, 284.
26. (c) Ibid. 1985, 82, 299.
27. Dunning, T. H.; Hay, P. J. In Modern Theoretical Chemistry; Schaefer, H. F., Ed.; Plenum: New York, 1976; pp 1-28.
28. Hoffmann, P.; Radmanabhan, M. Organometallics 1983, 2, 1273.
29. Hoffmann, R. Angew. Chem., Int. Ed. Engl. 1982, 21, 711.
30. (a) Bach, R. D.; Andres, J. L.; Su, M.-D.; McDouall, J. J. W. J. Am. Chem. Soc. 1993, 115, 5768.
31. (b) Bach, R. D.; Su, M.-D.; Aldabagh, E.; Andres, J. L.; Schlegel, H. B. J. Am. Chem. Soc. 1993, 115, 10237.
32. (c) Bach, R. D.; Su, M.-D. J. Am. Chem. Soc. 1994, 116, 10103.
33. 13 to describe the reaction trajectory and define the axis of attack of the valence orbital on the central metal.
34. (a) Su, M.-D. Chem. Phys. Lett. 1995, 237, 317.
35. (b) Su, M-D. J. Org. Chem. 1995, 60, 6621.
36. (c) Su, M.-D. J. Phys. Chem. 1996, 100, 4339.
37. (d) Su, M.-D. Chem. Phys. 1996, 205, 277.
38. (d) Su, M.-D. J. Org. Chem. 1996, 61, 3080.
39. (a) Watsen, P. L. J. Am. Chem. Soc. 1983, 105, 6491.
40. (b) Watsen, P. L.; Parshall, G. W. Acc. Chem. Res. 1985, 18, 51.
41. (c) Fendrick, C. M.; Marks, T. J. J. Am. Chem. Soc. 1984, 106, 425.
42. Hertwig, R. H.; Koch, W. J. Comput. Chem. 1995, 16, 576.
43. Frankcombe, K. E.; Cavell, K. J.; Yates, B. F.; Knott, R. B. J. Phys. Chem. 1996, 100, 18363.
44. For the study of ligand effects for oxidative additions, see: Su, M.-D.; Chu, S.-Y., manuscript in preparation.