Quantum mechanical modelling of alkene hydroformylation as catalyzed by xantphos-Rh complexes

Dalton Transactions

Volumn , Issue 5, 2002, Pages 729-742

  Landis, Clark R ^a   Uddin, Jamal ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON MONOXIDE; CATALYSIS; DATA REDUCTION; FREE ENERGY; OLEFINS; QUANTUM THEORY; THERMODYNAMICS;

HYDROFORMYLATION; QUANTUM MECHANICAL MODELING; REGIOSELECTIVITY; TRANSITION STATES;

COMPLEXATION;

EID: 21844473748     PISSN: 14779226     EISSN: None     Source Type: Journal    
DOI: 10.1039/b108649a     Document Type: Conference Paper

References (45)

1. For an excellent overview of relevant hydroformylation chemistry see: Rhodium Catalyzed Hydroformylation, ed. P. W. N. M. van Leeuwen and C. Claver, Kluwer-CMC, Dordrecht, The Netherlands, 2000 and references cited therein.
2. C. P. Casey and G. T. Whiteker, Isr. J. Chem., 1990, 30, 299;
3. P. W. N. M. N. van Leeuwen, P. C. J. Kamer and J. N. H. Reek, Pure Appl. Chem., 1999, 71, 1443;
4. T. J. Devon, G. W. Phillips, T. A. Puckette, J. L. Stavinoha and J. J. Vanderbilt, (to Texas Eastman), US Pat., 4,694,109, 1987.
5. G. Stanley, in Catalysis of Organic Reactions, ed. M. G. Scaros and M. L. Prunier, Marcel Dekker, Inc., New York, 1995, p. 363;
6. U. Nettekoven, P. C. J. Kamer, M. Widhalm and P. W. N. M. van Leeuwen, Organometallics, 2000, 19, 4596.
7. J. E. Babin and G. T. Whiteker (to Union Carbide), WO 93/03839, US Pat., 911518, 1992;
8. G. J. H. Buisman, M. E. Martin, E. J. Vos, A. Klootwijik, P. C. J. Kamer and P. W. N. M. van Leeuwen, Tetrahedron: Asymmetry, 1995, 6, 719.
9. K. Nozaki, N. Sakai, T. Nanno, T. Higashijima, S. Mano, T. Horiuchi and H. Takaya, J. Am. Chem. Soc, 1997, 119, 4413.
10. C. P. Casey, E. L. Paulsen, E. W. Beuttenmueller, B. R. Proft, L. M. Petrovich, B. A. Matter and D. R. Powell, J. Am. Chem. Soc., 1997, 119, 11817.
11. W. R. Rocha and W. B. de Almeida, Int. J. Quantum Chem., 2000, 78, 42.
12. R. Schmid, W. A. Herrmann and G. Frenking, Organometallics, 1997, 16, 701.
13. T. Matsubara, N. Koga, Y. Ding, K. G. Musaev and K. Morokuma, Organometallics, 1997, 16, 1065.
14. S. A. Decker and T. R. Cundari, Organometallics, 2001, 20, 2827.
15. D. Gleich, R. Schmid and W. A. Herrmann, Organometallics, 1998, 17, 2141;
16. D. Gleich, R. Schmid and W. A. Herrmann, Organometallics, 1998, 17, 4828;
17. D. Gleich and W. A. Herrmann, Organometallics, 1999, 18, 4354.
18. J. J. Carbó, F. Maseras, C. Bo and P. W. N. M. van Leeuwen, J. Am. Chem. Soc., 2001, 123, 7630.
19. M. Kranenburg, Y. E. M. van der Burgt, P. C. J. Kamer and P. W. N. M. van Leeuwen, Organometallics, 1995, 14, 3081.
20. P. W. N. M. van Leeuwen, C. R Casey and G. T. Whiteker, in Rhodium Catalyzed Hydroformylation, ed. P. W. N. M. van Leeuwen and C. Claver, Kluwer-CMC, Dordrecht, The Netherlands, 2000, ch. 4;
21. L. A. van der Veen, P. C. J. Kamer and P. W. N. M. van Leeuwen, Organometallics, 1999, 18, 4765.
22. M. Svensson, S. Humbel, R. D. Froese, T. Matsubara, S. Sieber and K. Morokuma, J. Phys. Chem., 1996, 100, 19357.
23. S. Humbel, S. Sieber and K. Morokuma, J. Chem. Phys., 1996, 105, 1959.
24. R. D. J. Froese and K. Morokuma, in Encyclopedia of Computational Chemistry, ed. P. v. R. Schleyer, Wiley, New York, 1998.
25. S. Dapprich, I. Komaromi, K. S. Byun, K. Morokuma and M. J. Frisch, THEOCHEM, 1999, 462, 1.
26. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery Jr., R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle and J. A. Pople, Gaussian 98, Revision A.7, Gaussian, Inc., Pittsburgh, PA, 1998.
27. R. G. Parr and W. Wang, Density-Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1994.
28. R. Neumann, R. H. Nobes and N. C. Handy, Mol. Phys., 1996, 87, 1.
29. A. D. Becke, Phys. Rev. A, 1988, 38, 3098;
30. A. D. Becke., J. Chem. Phys., 1993, 98, 5648.
31. C. Lee, W. Yang and R. G. Parr, Phys. Rev. B, 1988, 37, 785.
32. P. J. Hay and W. R. Wadt, J. Chem. Phys., 1985, 82, 299.
33. P. J. Hay and W. R. Wadt, J. Chem. Phys., 1985, 82, 285.
34. T. H. Dunning and P. J. Hay, in Modern Theoretical Chemistry, ed. H. F. Schaefer III, Plenum, New York, 1976, vol. 3, p. 1.
35. W. J. Hehre, R. F. Stewart and J. A. Pople, J. Chem. Phys., 1969, 51, 2657.
36. D. Andrae, U. Haeussermann, M. Dolg, H. Stoll and H. Preuss, Theor. Chim. Acta, 1990, 77, 123-141.
37. A. Bergner, M. Dolg, W. Kuenchle, H. Stoll and H. Preuss, Mol. Phys., 1993, 80, 1431-1441.
38. S. Huzinaga, Gaussian Basis Sets for Molecular Calculations, Elsevier, Amsterdam, 1984.
39. R. Ditchfield, W. J. Hehre and J. A. Pople, J. Chem. Phys., 1971, 54, 724-728;
40. W. J. Hehre, R. Ditchfield and J. A. Pople, J. Chem. Phys., 1972, 56, 2257-2261;
41. P. C. Hariharan and J. A. Pople, Theor. Chim. Acta, 1973, 28, 213-222;
42. P. C. Hariharan and J. A. Pople, Mol. Phys., 1974, 27, 209-214.
43. A. Castellanos-Páez, S. Castillón, C. Claver, P. W. N. M. van Leeuwen and W. G. J. de Lange, Organometallics, 1998, 17, 2543.
44. F. Abu-Hasanayn, K. Krogh-Jespersen and A. S. Goldman, J. Am. Chem. Soc, 1994, 116, 5979.
45. K. A. Peterson and T. H. Dunning, J. Chem. Phys., 1995, 102, 2032.