Solvation Effects on the SN2 Reaction between CH3C1 and Cl- in Water

Journal of Physical Chemistry A

Volumn 105, Issue 13, 2001, Pages 3300-3310

  Ensing, Bernd ^a,b,c   Meijer, Evert Jan ^a,b,c   Blochl P E ^a,b,c   Baerends, Evert Jan ^a,b,c  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

^c IBM RESEARCH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

SOLVATION EFFECTS;

COMPUTER SIMULATION; ENTROPY; ERROR ANALYSIS; FREE ENERGY; IONS; SUBSTITUTION REACTIONS;

MOLECULAR DYNAMICS;

EID: 0035810446     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp003468x     Document Type: Article

References (92)

1. Car, R.; Parrinello, M. Phys. Rev. Lett. 1985, 55, 2471.
2. Laasonen, K.; Sprik, M.; Parrinello, M. J. Chem. Phys. 1993, 99, 9080.
3. Sprik, M.; Hutter, J.; Parrinello, M.J. Chem.'Phys. 1996,705,1142.
4. Tuckerman, M.; Laasonen, K.; Sprik, M.; Parrinello, M. J. Phys. Chem. 1995, 99, 5749.
5. Tuckerman, M.; Laasonen, K.; Sprik, M.; Parrinello, M. J. Chem. Phys. 1995, 103, 150.
6. Meijer, E. J.; Sprik, M. J. Phys. Chem. A 1998, 102, 2893.
7. Meijer, E. J.; Sprik, M. J. Am. Chem. Soc. 1998, 720, 6345.
8. Deng, L.; Branchadell, V.; Ziegler, T. J. Am. Chem. Soc. 1994, 776. 10645.
9. Botschwina, P. Theor. Chem. Ace. 1998, 99, 426.
10. Glukhovtsev, M. N.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1995, 777. 2024.
11. Glukhovtsev, M. N.; Bach, R. D.; Pross, A.; Radom, L. Chem. Phys. Lett. 1996, 260, 558.
12. Vetter, R.; Ziilicke, L. J. Am. Chem. Soc. 1990, 772, 5136.
13. Streitwieser, A.; Choy, G. S.; Abu-Hasanayn, F. J. Am. Chem. Soc. 1997, 779, 5013.
14. Dougherty, R. C; Dalton, J.; Roberts, J. D. Org. Mass. Spectrosc. 1973, 8, 77.
15. Barlow, S. E.; van Doren, J. M.; Bierbaum, V. M. J. Am. Chem. Soc. 1988, 770, 7240.
16. Larson, J. W.; McMahon, T. B. J. Am. Chem. Soc. 1985, 707,766.
17. Chandrasekhar, J.; Smith, S. F.; Jorgensen, W. L. J. Am. Chem. Soc. 1985, 707, 154.
18. Albery, W. J.; Kreevoy, M. M. Adv. Phys. Org. Chem. 1978, 76, 87.
19. Carter, E. A.; Ciccotti, G.; Hynes, J. T.; Kapral, R. Chem. Phys. Lett 1989, 756, 472.
20. Parr, R. G.; Yang, W. Density-Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
21. Perdew, J. P.; Zunger, A. Phys. Reu. B 1981, 23, 5048.
22. Ceperley, D. M.; Alder, B. J. Phys. Rev. Lett. 1980, 45, 566.
23. Becke, A. D. J. Chem. Phys. 1992, 96, 2155.
24. Perdew, J. P. Phys. Rev. B 1986, 33, 8822.
25. Verlet, L. Phys. Rev. 1967, 759, 98.
26. Nose, S. }. J. Chem. Phys. 1984, 81, 511.
27. BlochI, P. E. Phys. Rev. B 1994, 24, 17953.
28. Petrilli, H. M.; BlochI, P. E.; Blaha, P.; Schwarz, K. Phys. Rev. B 1998, 57, 14690.
29. BlochI, P. E. Phys. Rev. B 2000, in press
30. Baerends, E.; Ellis, D.; Ros, P. Chem. Phys. 1973, 2, 41.
31. Frenkel, D.; Smit, B. Understanding Molecular Simulation; Academic: San Diego, CA, 1996.
32. Chandler, D. J. Chem. Phys. 1978, 68, 2959.
33. van Gunsteren, W. F. In Computer Simulations of Biomolecular Systems: Theoretical and Experimental Applications; van Gunsteren, W. F., Weiner, P. K., Eds.; ESCOM: Leiden, The Netherlands, 1989; Vol. 1.
34. Ryckaert, J. P.; Ciccotti, G.; Berendsen, H. J. C. J. Comput. Chem. 1977, 23, 327.
35. Neria, E.; Fischer, S.; Karplus, M. J. Chem. Phys. 1996, 705,1902.
36. Margl, P.; Lohrenz, J. C. W.; Ziegler, T.; BlochI, P. E. J. Am. Chem. Soc. 1996, 77S, 4434.
37. den Otter, W. K.; Briels, W. J. J. Chem. Phys. 1998, 709, 4139.
38. Sprik, M.; Ciccotti, G. J. Chem. Phys. 1998, 709, 7737.
39. BlochI, P. E. J. Chem. Phys. 1995, 70J, 7422.
40. Atkins, P. W. Physical Chemistry; Oxford University Press: New York, 1990.
41. MP2 limit estimates: Feyereisen et al., -4.9 ±O.I57; Schütz et al., -4.94 ±0.0258; Xantheas, -4.959; Hobza et al., -5.02960; Halkier et al., -4.94 ±O.I42; Klopper et al., -4.99.
42. Halkier, A.; Koch, H.; rgensen, P. J.; Christiansen, O.; Nielsen, I. M.-B.; Helgaker, T. Theor. Chim. Acta 1997, 97, 150.
43. Kim, K.; Jordan, K. D. J. Phys. Chem. 1994, 98, 10089.
44. Proynov, E. I.; Sirois, S.; Salahub, D. R. Int. J. Quantum Chem. 1997, 64, 427.
45. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
46. Perdew, J. P.; Wang, Y. Phys. Rev. B 1986, 33, 8800.
47. Combariza, J. E.; Kestner, N. R. J. Phys. Chem. 1995, 99, 2717.
48. Krynicki, K.; Green, C. D.; Sawyer, D. W. Faraday Discuss. Chem. Soc. 1978, 66, 199.
49. Laasonen, K.; Klein, M. L. J. Am. Chem. Soc. 1994, 116, 11620.
50. Laasonen, K.; Klein, M. L. J. Phys. Chem. A 1997, 101, 98.
51. Chandrasekhar, J.; Spellmeyer, D. C.; Jorgensen, W. L. J. Am. Chem. Soc. 1984, 700, 903.
52. Sprik, M.; Klein, M. L.; Watanabe, K. 'J. Phys. Chem. 1990, 94, 6483.
53. Enderby, J. E.; Cummings, S.; Herdman, G. J.; Neilson, G. W.; Salmon, P. S.; Skipper, N. J. Phys. Chem. 1987, 91, 5851.
54. This value includes the zero-point energy, which we estimated with DFT-BP to be A£E < |-0.1| kcal/mol.
55. Gritsenko, O. V.; Ensing, B.; Schipper, P. R. T.; Baerends, E. J., to be published.
56. Geissler, P. L.; Dellago, C.; Chandler, D. J. Phys. Chem. B 1999, 103, 3706.
57. Feyereisen, M. W.; Feller, D.; Dixon, D. J. Phys. Chem. 1996, 700, 2993.
58. Schütz, M.; Brdarski, S.; Widmark, P. O.; Lindh, R.; Karlström, G. J. Chem. Phys. 1997, 707, 4597.
59. Xantheas, S. S. J. Chem. Phys. 1996, 104, 8821.
60. Hobza, P.; Bludski, O.; Suhai, S. Phys. Chem. Chem. Phys. 1999, 7,3073.
61. Curtiss, L. A.; Raghavachari, K.; Redfern, P.; Pople, J. A. J. Chem. Phys. 1997, 706, 1063.
62. Pople, J. A.; Head-Gordon, M.; Raghavachari, D. J. F. K.; Curtiss, L. A. J. Chem. Phys. 1989, 90, 5622.
63. Curtiss, L. A.; Jones, C.; Trucks, G. W.; Raghavachari, K.; Pople, J. A. 7. Chem. Phys. 1990, 93, 2537.
64. In Tables of Interatomic Distances and Conflguration in Molecules and ions; Sutton, L., Eds.; The Chemical Society: London, 1965.
65. Callomon, J. H.; Hirota, E.; Kuchitsu, K.; Lafferty, W. J.; Maki, A. G.; Pole, C. S. In Structure Data of Free Polyatomic Molecules; LandoltBömstein New Series, Group II; Hellwege, K. H., Hellwege, A. M., Eds.; Springer: Berlin, 1976; Vol. 7.
66. Huber, K. P.; Herzberg, G. In Molecular Spectra and Molecular Structure IV: Constants of Diatomic Molecules; Van Nostrand Reinhold: New York, 1979.
67. Harmony, M. D.; Laune, V. W.; Kuczkowski, R. L.; Schwendeman, R. H.; Ramsay, D. A.; Lovas, F. J.; Lafferty, W. J.; Maki, A. G. J. Phys. Chem. Réf. Data 1979, 8, 619.
68. Tuma, C.; Boese, A. D.; Handy, N. C. Phys. Chem. Chem. Phys. 1999, 7, 3939.
69. Mok, D. K. W.; Handy, N. C.; Amos, R. D. Mol. Phys. 1997, 92, 667.
70. Klopper, W.; Liithi, H. P. Mol. Phys. 1999, 96, 559.
71. Xantheas, S. S.; Dunning, T. H. J. Chem. Phys. 1993, 99, 8774.
72. Bentwood, R. M.; Bames, A. J.; Thomas, W. J. O. J. Mol. Spectrosc. 1980, 84, 391.
73. Odutola, J. A.; Dyke, T. R. J. Chem. Phys. 1980, 72, 5062.
74. Curtiss, L. A.; Frurip, D. L.; Blander, M. J. Chem. Phys. 1979, 77, 2703.
75. Reimers, J. J.; Watts, R. O.; Klein, M. L. Chem. Phys. 1982,64,9.
76. van Duijneveldt-van der Rijdt, J. G. C. M.; van Duijneveldt, F. B. J. Chem. Phys: 1992, 97, 5019.
77. Dunbar, R. C.; McMahon, T. B.; Thölmann, D.; Tonner, D. S.; Salahub, D. R.; Wei, D. J. Am. Chem. Soc. 1995, 777, 12819.
78. Xantheas, S. S. J. Phys. Chem. 1996, 700, 9703.
79. Hiraoka, K.; Mizuse, S.; Yamabe, S. J. Phys. Chem. 1988,92,3943.
80. Sieck, L. W. J. Phys. Chem. 1985, 89, 5552.
81. Yamabe, S.; Furumiya, Y.; Hiraoka, K.; Morise, K. Chem. Phys. Lett. 1986, 737, 261.
82. In CRC Handbook of Chemistry and Physics; Lide, D. R., Ed.; Chemical Rubber: Boca Raton, Fl, 1994.
83. Jorgensen, W. L.; Chandrasekhar, J.; Madura, J. D.; Impey, R. W.; Klein, M. L. J. Chem. Phys. 1983, 79, 926.
84. van der Stoel, D.; van Maaren, P. J.; Berendsen, H. J. C. J. Chem. Phys. 1998, 70S, 10220.
85. Watanabe, K.; Klein, M. L. Chem. Phys. 1989, 737, 157.
86. Liu, Y.; Ichiye, T. J. Phys. Chem. 1996, 700, 2723.
87. Chandra, A.; Ichiye, T. J. Chem. Phys. 1999, 777, 2701.
88. Tromp, R. H.; Posterino, P.; Neilson, G. W.; Ricci, M. A.; Soper, A. K. J. Chem. Phys. 1994, 707, 6210.
89. Narten, A. H.; Danford, M. D.; Levy, H. A. Discuss. Faraday Soc. 1967, 43, 97.
90. Narten, A. H.; Levy, H. A. J. Chem. Phys. 1971, 55, 2263.
91. Newsome, J. R.; Neilson, G. W.; Enderby, J. E. J. Phys. C: Solid State Phys. 1980,923/13.
92. Enderby, J. E.; Neilson, G. W. Rep. Prog. Phys. 1981, 44, 38.