Computational investigation of the conrotatory and disrotatory isomerization channels of bicyclo[1.1.0]butane to buta-1,3-diene: A completely renormalized coupled-cluster study

Journal of Physical Chemistry A

Volumn 111, Issue 4, 2007, Pages 734-742

  Kinal, Armaǧan ^a,b   Piecuch, Piotr ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

^b NATO/TUBITAK Science ^*

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION BARRIERS; COMPLETE-ACTIVE-SPACE SELF-CONSISTENT-FIELD (CASSCF); DISROTATORY ISOMERIZATION CHANNELS; NONITERATIVE TRIPLES;

ACTIVATION ENERGY; COMPUTATIONAL METHODS; ISOMERIZATION; ITERATIVE METHODS; PERTURBATION TECHNIQUES; PROBABILITY DENSITY FUNCTION;

BUTADIENE;

EID: 33847067864     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp065721k     Document Type: Article

References (52)

1. (a) Srinivasan, R.; Levi, A.; Haller, I. J. Phys. Chem. 1965, 58, 1775.
2. (b) Blanchard, E. P., Jr.; Carncross, A. J. Am. Chem. Soc. 1966, 88, 487.
3. (c) Frey, H. M.; Stevens, I. D. R. Trans. Faraday Soc. 1965, 61, 90.
4. (d) Wiberg, K. B.; Lavanish, J. M. J. Am. Chem. Soc. 1966, 88, 5272.
5. (e) Closs, G. L.; Pfeffer, P. E. J. Am. Chem. Soc. 1968, 90, 2452.
6. Woodward, R. B.; Hoffman, R. The Conservation of Orbital Symmetry; Verlag Chemie, Academic Press: New York, 1970.
7. (a) Dewar, M. J. S.; Kirschner, S. J. Am. Chem. Soc. 1975, 97, 2931.
8. (b) Shevlin, P. B.; Mckee, M. L. J. Am. Chem. Soc. 1988, 110, 1666.
9. (c) Nguyen, K. A.; Gordon, M. S. J. Am. Chem. Soc. 1995, 117, 3835.
10. Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479.
11. (a) Özkan, I.; Kinal, A.; Balci, M. J. Phys. Chem. A 2004, 108, 507.
12. (b) McGuire, M. J.; Piecuch, P. J. Am. Chem. Soc. 2005, 127, 2608.
13. (c) Kinal, A.; Piecuch, P. J. Phys. Chem. A 2006, 110, 367.
14. (d) Cramer, C. J.; Włoch M.; Piecuch, P.; Puzzarini, C.; Gagliardi, L. J. Phys. Chem. A 2006, 110, 1991.
15. (e) Cramer, C. J.; Kinal, A.; Włoch, M.; Piecuch, P.; Gagliardi, L. J. Phys. Chem. A 2006, 110, 11557.
16. (a) Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
17. (b) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
18. (a) Goldstein, E.; Beno, B.; Houk, K. N. J. Am. Chem. Soc. 1996, 118, 6036.
19. (b) Houk, K. N.; Beno, B. R.; Nendel, M.; Black, K.; Yoo, H. Y.; Wilsey, S.; Lee, J. K. J. Mol. Struct. (THEOCHEM) 1997, 398, 169.
20. (c) Hrovat, D. A.; Beno, B. R.; Lange, H.; Yoo, H. Y.; Houk, K. N.; Borden, W. T. J. Am. Chem. Soc. 2000, 122, 7456.
21. (a) Staroverov, V. N.; Davidson, E. R. J. Am. Chem. Soc. 2000, 122, 7377.
22. (b) Staroverov, V. N.; Davidson, E. R. J. Mol. Struct. (THEOCHEM) 2001, 573, 81.
23. (a) Piecuch, P.; Kowalski, K. In Computational Chemistry: Reviews of Current Trends; Leszczyński, J., Ed.; World Scientific: Singapore, 2000; Vol. 5, p 1.
24. (b) Kowalski, K.; Piecuch, P. J. Chem. Phys. 2000, 113, 18.
25. (c) Kowalski, K.; Piecuch, P. J. Chem. Phys. 2000, 113, 5644.
26. (d) Kowalski, K.; Piecuch, P. Chem. Phys. Lett. 2001, 344, 165.
27. (e) Piecuch, P.; Kucharski, S. A.; Spirko, V.; Kowalski, K. J. Chem. Phys. 2001, 115, 5796.
28. (f) McGuire, M. J.; Kowalski, K.; Piecuch, P. J. Chem. Phys. 2002, 117, 3617.
29. (g) Piecuch, P.; Kucharski, S. A.; Kowalski, K.; Musial, M. Comput. Phys. Commun. 2002, 149, 71.
30. (h) McGuire, M. J.; Piecuch, P.; Kowalski, K.; Kucharski, S. A.; Musiał, M. J. Phys. Chem. A. 2004, 108, 8878.
31. (i) Kowalski, K.; Piecuch, P. J. Chem. Phys. 2005, 122, 074107.
32. (a) Piecuch, P.; Kowalski, K.; Pimienta, I. S. O.; Kucharski, S. A. In Low-Lying Potential Energy Surfaces; Hoffmann, M. R., Dyall, K. G., Eds.; ACS Symposium Series, Vol. 828; American Chemical Society: Washington, D.C., 2002; p 31.
33. (b) Piecuch, P.; Kowalski, K.; Pimienta, I. S. O.; McGuire, M. J. Int. Rev. Phys. Chem. 2002, 21, 527.
34. (c) Piecuch, P.; Pimienta, I. S. O.; Fan, P.-D.; Kowalski, K. In Progress in Theoretical Chemistry and Physics, Vol. 12; Maruani, J., Lefebvre, R., Brändas, E., Eds.; Advanced Topics in Theoretical Chemical Physics; Kluwer: Dordrecht, The Netherlands, 2003; p 119.
35. (d) Piecuch, P.; Kowalski, K.; Pimienta, I. S. O.; Fan, P.-D.; Lodriguito, M.; McGuire, M. J.; Kucharski, S. A.; Kuś, T.; Musiał, M. Theor. Chem. Acc. 2004, 112, 349.
36. (a) Piecuch, P.; Włoch, M. J. Chem. Phys. 2005, 123, 224105.
37. (b) Piecuch, P.; Włoch, M.; Gour, J. R.; Kinal, A. Chem. Phys. Lett. 2005, 418, 463.
38. (c) Włoch, M.; Lodriguito, M. D.; Piecuch, P.; Gour, J. R. Mol. Phys. 2006, 104, 2149.
39. (d) Piecuch, P.; Włoch, M.; Varandas, A. J. C. In Progress in Theoretical Chemistry and Physics, Vol. 16; Lahmar, S., Maruani, J., Wilson, S., Delgado-Barrio, G., Eds.; Springer: Berlin, 2007; p 65.
40. (e) Kinal, A; McGuire, M. J.; Włoch, M.; Piecuch, P. Completely Renormalized Coupled Cluster and Multireference Configuration Interaction Studies of the Thermal Stereomutations of Cyclopropane. Manuscript in preparation.
41. (a) Roos, B. O. Adv. Chem. Phys. 1987, 69, 399, and references therein.
42. (b) Schmidt, M. W.; Gordon, M. S. Annu. Rev. Phys. Chem. 1998, 49, 233, and references therein.
43. (a) Nakano, H. J. Chem. Phys. 1993, 99, 7983.
44. (b) Nakano, H. Chem. Phys. Lett. 1993, 207, 372.
45. Dunning, T. H., Jr. J. Chem. Phys. 1989, 90, 1007.
46. (a) Ishida, K.; Morokuma, K.; Komornicki, A. J. Chem. Phys. 1977, 66, 2153.
47. (b) Gonzales, C.; Schlegel, H. B. J. Chem. Phys. 1989, 90, 2154.
48. (c) Fukui, K. Acc. Chem. Res. 1981, 14, 363.
49. Jensen, F. J. Am. Chem. Soc. 1989, 111, 4643.
50. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S.; Windus, T. L.; Dupuis, M.; Montgomery, J. A. J. Comput. Chem. 1993, 14, 1347.
51. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.9; Gaussian, Inc.: Pittsburgh, PA, 1998.
52. Wiberg, K. B.; Fenoglio, R. A. J. Am. Chem. Soc. 1968, 90, 3395.