Prediction of approximate transition states by Bell-Evans-Polanyi principle: I

Journal of Computational Chemistry

Volumn 20, Issue 11, 1999, Pages 1112-1129

  Anglada, Josep Maria ^a   Besalú, Emili ^b   Bofill, Josep Maria ^c   Crehuet, Ramon ^a  

^a DEPARTMENT OF ENVIRONMENTAL CHEMISTRY   (Spain)

^b UNIVERSITY OF GIRONA   (Spain)

^c UNIVERSITY OF BARCELONA   (Spain)

Author keywords

BEP principle; Empirical valence bond approach; Transition state location

Indexed keywords

EID: 0001516390     PISSN: 01928651     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1096-987X(199908)20:11<1112::AID-JCC2>3.0.CO;2-2     Document Type: Article

References (84)

1. (a) Truhlar, D. G.; Garret, B. C.; Klippenstein, S. J. J Phys Chem 1996, 100, 12771;
2. (b) Garret, B. C.; Truhlar, D. G. In: Schleyer, P. v. R., Schaefer III, H. F., eds. Encyclopedia of Computational Chemistry; Wiley: Chichester, UK, 1998.
3. (a) Schlegel, H. B. Adv Chem Phys 1987, 67, 249;
4. (b) Schlegel, H. B. In: Yarkony, D. R., ed. Modern Electronic Structure Theory; World Scientific: Singapore, 1995.
5. Shaik, S.; Ioffe, A.; Reddy, A. C.; Pross, A. J Am Chem Soc 1994, 116, 262.
6. (a) Bell, R. P. Proc R Soc London Ser A 1936, 154, 414;
7. (b) Bell, R. P.; Lidwell, O. M. Proc R Soc London Ser A 1940, 176, 114;
8. (c) Ogg, R. A., Jr.; Polanyi, M. Trans Faraday Soc 1935, 31, 604;
9. (d) Evans, M. G.; Polanyi, M. Trans Faraday Soc 1935, 31, 875;
10. (e) Evans, M. G.; Polanyi, M. Trans Faraday Soc 1936, 32, 1333;
11. (f) Evans, M. G.; Polanyi, M. Trans Faraday Soc 1937, 33, 448;
12. (g) Evans, M. G.; Polanyi, M. Trans Faraday Soc 1938, 34, 11;
13. (h) Evans, M. G.; Warhurst, E. Trans Faraday Soc 1938, 34, 614;
14. (i) Evans, M. G. Trans Faraday Soc 1939, 35, 824.
15. (j) Baughan, E. C.; Evans, M. G.; Polanyi, M. Trans Faraday Soc 1941, 37, 377;
16. (k) Baughan, E. C.; Polanyi, M. Trans Faraday Soc 1941, 37, 648;
17. (l) Evans, M. G. Trans Faraday Soc 1946, 42, 719;
18. (m) Warhurst, E. Trans Faraday Soc 1949, 45, 461;
19. (n) Warhurst, E. Proc R Soc London Ser A 1951, 207, 32.
20. (a) Leffler, J. E. Science 1953, 117, 340;
21. (b) Hammond, G. S. J Am Chem Soc 1955, 77, 334;
22. (c) Thornton, E. R. J Am Chem Soc 1967, 89, 2915;
23. (d) Marcus, R. A. J Phys Chem 1968, 72, 891;
24. (e) More O'Ferrall, R. A. J Chem Soc B 1970, 274;
25. (f) Dewar, M. J. S. J Am Chem Soc 1984, 106, 209.
26. Jencks, W. P. Chem Rev 1985, 85, 511.
27. Salem, L. Electrons in Chemical Reactions: First Principles; Wiley: New York, 1982.
28. (a) Bernardi, F.; Robb, M. A.; Schlegel, H. B.; Tonachini, G. J Am Chem Soc 1984, 106, 1198;
29. (b) Bernardi, F.; Olivucci, M.; Robb, M. A.; Tonachini, G. J Am Chem Soc 1986, 108, 1408;
30. (c) Bernardi, F.; Olivucci, M.; McDouall, J. J. W.; Robb, M. A. J Am Chem Soc 1987, 109, 544;
31. (d) Bernardi, F.; Robb, M. A. Adv Chem Phys 1987, 67, 155.
32. (a) McDouall, J. J. W.; Robb, M. A.; Bernardi, F. Chem Phys Lett 1986, 129, 595;
33. (b) Bernardi, F.; McDouall, J. J. W.; Robb, M. A. J Comput Chem 1987, 8, 296.
34. (a) Morokuma, K.; Koga, N. Chem Phys Lett 1985, 119, 371;
35. (b) Kamiya, K.; Morokuma, K. Chem Phys Lett 1986, 123, 331.
36. (a) Jensen, F. J Am Chem Soc 1992, 114, 1596;
37. (b) Jensen, F. J Comput Chem 1994, 15, 1199.
38. Ruedenberg, K.; Sun, J.-Q. J Chem Phys 1994, 101, 2168.
39. (a) Pross, A.; Shaik, S. S. Tetrahedron Lett 1982, 23, 5467;
40. (b) Pross, A.; Shaik, S. S. Ace Chem Res 1983, 16, 363;
41. (c) Shaik, S. S. Prog Phys Org Chem 1985, 15, 197;
42. (d) Pross, A. Adv Org Chem 1985, 21, 99;
43. (e) Shaik, S. S. Pure Appl Chem 1991, 63, 193;
44. N2 Mechanism; Wiley: New York, 1992.
45. (a) Sini, G.; Shaik, S. S.; LeFour, J.-M.; Ohanessian, G.; Hiberty, P. C. J Phys Chem 1989, 93, 5661;
46. (b) Maitre, P.; Hiberty, P. C.; Ohanessian, G.; Shaik, S. S. J Phys Chem 1990, 94, 4089.
47. (a) Warshel, A.; Weiss, R. M. J Am Chem Soc 1980, 102, 6218;
48. (b) Warshel, A. Biochemistry 1981, 20, 3167;
49. (c) Warshel, A. Ace Chem Res 1981, 14, 284;
50. (d) Hwang, J.-K.; King, G.; Creighton, S.; Warshel, A. J Am Chem Soc 1988, 110, 5297;
51. (e) Aqvist, J.; Warshel, A. Biochemistry 1989, 28, 4680;
52. (f) Warshel, A. Computer Modeling of Chemical Reactions in Enzymes and Solutions; Wiley: New York, 1991;
53. (g) Aqvist, J.; Warshel, A. Chem Rev 1993, 93, 2523.
54. Kim, H. J.; Hynes, J. T. J Am Chem Soc 1992, 114, 10508.
55. (a) Bofill, J. M. J Comput Chem 1994, 15, 1;
56. (b) Bofill, J. M.; Comajuan, M. J Comput Chem 1995, 16, 1326;
57. (c) Bofill, J. M. Chem Phys. Lett 1996, 260, 359.
58. (a) Löwdin, P.-O. J Math Phys 1962, 3, 969;
59. (b) Löwdin, P.-O. J Math Phys 1962, 3, 1171.
60. Chang, Y.-T.; Miller, W. H. J Phys Chem 1990, 94, 5884.
61. Minichino, C.; Voth, G. A. J Phys Chem B 1997, 101, 4544.
62. (a) Cerjan, C. J.; Miller, W. H. J Chem Phys 1981, 75, 2800;
63. (b) Simons, J.; Jørgensen, P.; Taylor, H.; Ozment, J. J Phys Chem 1983, 87, 2745;
64. (c) O'Neal, D.; Taylor, H.; Simons, J. J Phys Chem 1984, 88, 1510;
65. (d) Banerjee, A.; Adams, N.; Simons, J.; Shepard, R. J Phys Chem 1985, 89, 52;
66. (e) Taylor, H.; Simons, J. J Phys. Chem 1985, 89, 684;
67. (f) Baker, J. J Comput Chem 1986, 7, 385;
68. (g) Nichols, J.; Taylor, H.; Schmidt, P.; Simons, J. J Chem Phys 1990, 92, 340;
69. (h) Helgaker, T. Chem Phys Lett 1991, 182, 503;
70. (i) Culot, P.; Dive, G.; Nguyen, V. H.; Ghuysen, J. M. Theor Chim Acta 1992, 82, 189;
71. (j) Anglada, J. M.; Bofill, J. M. Int J Quantum Chem 1997, 62, 153;
72. (k) Besalú, E.; Bofill, J. M. Theor Chem Ace 1998, 100, 265.
73. Müller, K.; Brown, L. D. Theor Chim Acta 1979, 53, 75.
74. Wolfram, S. Mathematica; Addison-Wesley: Redwood City, CA, 1988, and associated computer programs.
75. (a) Olivella, S.; Solé, A.; Bofill, J. M. J Am Chem Soc 1990, 112, 2160;
76. (b) Anglada, J. M.; Bofill, J. M. Chem Phys Lett 1997, 269, 469.
77. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. J Am Chem Soc 1985, 107, 3902.
78. Goddard, J. D.; Schaefer, H. F., III. J Chem Phys 1979, 70, 5117.
79. Lucchese, B. R.; Schaefer, H. F., III. J Am Chem Soc 1978, 100, 298.
80. Harding, L. B.; Schlegel, H. B.; Krishnan, R.; Pople, J. A. J Phys Chem 1980, 84, 3394.
81. Schröder, S.; Thiel, W. J Am Chem Soc 1985, 107, 4422.
82. Olivella, S.; Solé, A. J Am Chem Soc 1991, 113, 8628.
83. Hariharan, P. C.; Pople, J. A. Theor Chim Acta 1973, 28, 213.
84. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzalez, C.; Pople, J. A. GAUSSIAN; Gaussian, Inc.: Pittsburgh, PA, 1995.