Ab initio study of nitromethane deprotonation by (OH)-·nH2O Clusters

Journal of Physical Chemistry A

Volumn 102, Issue 22, 1998, Pages 3977-3984

  Bekšic, Dario ^a   Bertrán, Juan ^a   Lluch, José M ^a   Hynes, James T ^b  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^b UNIVERSITY OF COLORADO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000053815     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp973426h     Document Type: Article

References (60)

1. Bell, R. P. The Proton in Chemistry: Cornell University Press: Cornell, NY, 1973.
2. Caldin, E., Gold, V., Eds. Proton-Transfer Reactions; Chapman and Hall: London, 1975.
3. Westheimer, F. H. Chem. Rev. 1961, 61, 265.
4. Hibbert, F. Adv. Phys. Org. Chem. 1986, 22, 113.
5. Hibbert, F. Adv. Phys. Org. Chem. 1990, 26, 255.
6. Jencks, W. P. Catalysis in Chemistry and Enzymology; Dover: New York, 1987.
7. Müller, A., Ratajczak, H., Junge, W., Diemann, E., Eds. Electron and Proton Transfer in Chemistry; Elsevier New York, 1992.
8. Truhlar, D. G. In Rates and Mechanisms of Reactions, 4th ed.; Bernasconi, C. F., Ed.; John Wiley & Sons: New York, 1986.
9. More O'Ferrall, R. A. In Proton-Transfer Reactions; Caldin, E., Gold, V., Eds.; Chapman and Hall: London, 1975.
10. Eigen, M. Angew. Chem., Int. Ed. EngL 1964, 3, 1.
11. Bordwell, F. G.; Boyle, W. J., Jr.; Hautala, J. A.; Yee, K. C. J. Am. Chem. Soc. 1969, 91, 4002.
12. Bordwell, F. G.; Boyle, W. J., Jr.; Yee, K. C. J. Am. Chem. Soc. 1970, 92, 5926.
13. Bordwell, F. G.; Boyle, W. J., Jr. J. Am. Chem. Soc. 1972, 94, 3907.
14. Agmon, N. J. Am. Chem. Soc. 1980, 702, 2164.
15. Pross, A. Adv. Phys. Org. Chem. 1985, 21, 166.
16. Kresge, A. J. J. Am. Chem. Soc. 1970, 92, 3210.
17. Kresge, A. J. Chem. Soc. Rev. 1973, 2, 475.
18. Kresge A. J. Can. J. Chem. 1974, 52, 1897.
19. Kresge A. J. In Proton-Transfer Reactions; Caldin, E., Gold, V., Eds.; Chapman and Hall: London, 1975.
20. Bernasconi, C. F. Acc. Chem. Res. 1987, 20, 301.
21. Bernasconi, C. F. Acc. Chem. Res. 1992, 25, 9.
22. Bernasconi, C. F. Adv. Phys. Org. Chem. 1992, 27, 116.
23. Bernasconi, C. F.; Wenzel, P. J.; Keeffe, J. R.; Gronert, S. J. Am. Chem. Soc. 1997, 119, 4008.
24. Leffler, J. E.; Grünwald, E. Rates and Equilibria of Organic Reactions, John Wiley & Sons: New York, 1963; pp 156-7.
25. Hammond, G. S. J. Am. Chem. Soc. 1955, 77, 334.
26. Keeffe, J. R.; Morey, J.; Palmer, C. A.; Lee, J. C. J. Am. Chem. Soc. 1979, 101, 1295.
27. Marcus, R. A. J. Am. Chem. Soc. 1969, 91, 7224.
28. Fuchs, R.; Lewis, E. S. In Investigation of Rates and Mechanisms of Reactions, 3rd ed.; Lewis, E. S., Ed.; John Wiley & Sons: New York, 1974; Part 1.
29. Roothaan, C. C. J. New Developments in Molecular Orbital Theory. Rev. Mod. Phys. 1951, 23, 69. ,
30. Hehre, W. J.; Ditchfield, R.; Pople, J. A. J. Chem. Phys. 1972, 56, 2257,
31. Hariharan, P. C.; Pople, J. A. Theor. Chim. Acta 1973, 28, 213.
32. Clark, T., Chandrasekhar, J.; Spitznagel, G. W.; Schleyer, P. von R. J. Comput. Chem. 1983, 4, 294.
33. Möller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618.
34. Schlegel, H. B. J. Comput. Chem. 1982, 3, 214.
35. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; 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.; HeadGordon, M.; Gonzalez, C.; Pople, J. A. Ganssian 94 (Version B.3); Gaussian Inc.: Pittsburgh, PA, 1995.
36. McKee, M., J. Am. Chem. Soc. 1985, 107, 1900.
37. Lammertsma, K.; Prasad, B. V., J. Am. Chem. Soc. 1993, 115, 2348.
38. Tannenbaum, E.; Johnson, R. D.; Myers, R. J.; Gwynn, W. D. J. Chem. Phys. 1954, 22, 1949.
39. Tannenbaum, E.; Johnson, R. D.; Myers J. Chem. Phys. 1956, 25, 42.
40. Trevino, S. F.; Prince, E.; Hubbart, C. R. J. Chem. Phys. 1980, 73, 2996.
41. Carrigan, K. E. M.S. Thesis, University of Colorado, Boulder, CO; unpubl. 1984.
42. Newton, M. D.; Ehrenson, S. J. Am. Chem. Soc. 1971, 93, 4971.
43. Tuñón, I.; Rinaldi, D.; Ruiz-López, M. F.; Rivail, J. L. J. Phys. Chem. 1995, 99, 3798.
44. Pross, A.; Shaik, S. S. J. Am. Chem. Soc. 1982, 104, 1129.
45. Cybulski, S. M.; Scheiner, S. J. Am. Chem. Soc. 1987, 109, 4199.
46. Szczesniak, M. M.; Scheiner, S. J. Chem. Phys. 1987, 77, 4586.
47. Cybulski, S. M.; Scheiner, S. J. Am. Chem. Soc. 1989, 111. 23.
48. Bosch, E.; Moreno. M.; Lluch, J. M.; Bertrán, J. Chem. Phys. 1990, 148, 77.
49. Paz, J. J.; Moreno, M.; Lluch, J. M. J. J. Chem. Phys. 1995, 103, 353.
50. Yamdagni, R.; Kebarle, P. J. Am. Chem. Soc. 1971, 94, 2940.
51. Larson, J. W.; McMahon, T. B. J. Am. Chem. Soc. 1983, 105, 2944.
52. Yang, X.; Zhang, X.; Castleman, A. W., Jr. J. Phys. Chem. 1991, 95, 8520.
53. Mackay, G. I.; Betowski, L. D.; Payzant, J. D.; Schiff, H. I.; Bobme, D. K. J. Phys. Chem. 1976, 80, 2919.
54. Hierl, P. M., Ahrens, A. F.; Henachman, M.; Viggiano, A. A.; Paulson, J. F. J. Mass Spectrosc. Ion Processes 1987, 81, 101.
55. Su, T.; Chesnawitch, W. J. J. Chem. Phys. 1982, 76, 5183.
56. March, J. Advanced Organic Chemistry, 4th ed.; John Wiley & Sons: New York, 1992; p 283.
57. Borgis, D.; Hynes, J. T. J. Chem. Phys. 1991, 94, 3619.
58. Staib, A.; Borgis, D.; Hynes, J. T. J. Chem. Phys. 1995, 102, 2487.
59. Ando, K.; Hynes, J. T. J. Mol. Liq. 1995, 64, 25.
60. Bianco, R.; Hynes, J. T. J. Chem. Phys. 1995, 102, 7864.