Theoretical methods for the representation of solvent

Journal of Molecular Modeling

Volumn 2, Issue 1, 1996, Pages 1-15

  Orozco, Modesto ^a   Alhambra, Cristobal ^a   Barril, Xavier ^a   López, José M ^a   Busquets, María A ^a   Luque, Francisco J ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Computer simulation; Continuum models; Discrete methods; Quantum mechanics molecular mechanics methods; Solvation

Indexed keywords

EID: 0010922509     PISSN: 16102940     EISSN: None     Source Type: Journal    
DOI: 10.1007/s0089460020001     Document Type: Article

References (204)

1. (a) Beak, P. Acc.Chem.Res., 1977, 10, 186
2. (b) Katritzky, A.R. Handbook of Heterocylic Chemistry. Pergamon, Oxford, 1985 pp. 121-123
3. (c) Cieplak, P.; Bash, P.; Singh, U.C.; Kollman, P.A. J. Am. Chem. Soc., 1987, 109, 6283
4. (d) Worth, G.A.; King, P.M.; Richards, W.G. Biochim.Biophys.Acta, 1989, 993, 134
5. (e) Cramer, C.J.; Truhlar, D.G. J. Am. Chem. Soc., 1993, 115, 8810
6. (f) Orozco, M.; Luque, F.J. J. Am. Chem. Soc., 1995, 117, 1378.
7. (a) Beak, P.; Fry, F.S.; Lee. J.; Steele, F. J. Am. Chem. Soc., 1976, 98, 171
8. (b) Mason, S.F J.Chem.Soc., 1957, 4874.
9. (a) Luque, F.J.; Negre, M.J.; Orozco, M. J. Phys. Chem., 1993, 97, 4386
10. (b) Gao, J.; Luque, F.J.; Orozco, M. J. Chem. Phys., 1993, 98, 2975
11. (c) Cramer, C.J.; Truhlar, D.G. Chem. Phys. Lett., 1992, 74 ,198.
12. (a) Alagona, G.; Ghio, C.; Igual, J.; Tomasi, J. J.Am.Chem.Soc., 1989, 111, 3417
13. (b) Luque, F.J.; Orozco, M.; Bhadane, P.K.; Gadre, S.R. J. Phys. Chem., 1993, 97, 9380
14. (c) Luque, F.J.; Orozco, M. J. Chem. Soc. Perkin Trans II, 1993, 683
15. (d) Orozco, M.; Luque, F.J. Biopolymers, 1993, 33, 1851
16. (e) Luque, F.J.; Orozco, M.; Bhadane, P.K.; Gadre, S.R. J. Chem. Phys., 1994, 100, 6718
17. (f) Luque, F.J.; Gadre, S.R.; Bhadane, P.K.; Orozco, M. Chem. Phys. Lett., 1995, 232, 509.
18. (a) Bayliss, N.S.; McRae, E.G. J. Phys. Chem., 1954, 58, 1006
19. (b) Ruiz-López, M.F.; Rinaldi, D.; Rivail, J.L. J. Mol.Struc. (Theochem), 1986, 148, 61
20. (c) Ruiz-López, M.F.; Rinaldi, D.; Rivail, J.L. Chem. Phys., 1986, 110 , 403
21. (d) Karelson, M.; Zerner, M.C. J.Am.Chem.Soc., 1990, 112, 9405
22. (e) Fox, T.; Rösch, N. Chem. Phys. Lett., 1992, 191, 33
23. (f) Aguilar, M.A.; Olivares del Valle, F.J.; Tomasi, J. J. Chem. Phys., 1993, 98, 7375.
24. (a) Giesen, D.G.; Storer, J.W.; Cramer, C.J.; Truhlar, D.G. J.Am.Chem.Soc., 1995, 117, 1057
25. (b) Luque, F.J.; Aleman, C.; Bachs, M., Orozco, M. J. Comp. Chem., in press.
26. (a) Jorgensen, W.L. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications., W.F. van Gunsteren and P.K. Weiner (eds), ESCOM, Leiden, 1989, pp. 60-72
27. (b) Reichartd, C. Solvents and Solvent Effects in Organic Chemistry. VCH, New York, 1990, pp. 98-104
28. (c) Jorgensen, W.L. Chemtracts Org. Chem., 1991, 4, 91
29. (d) Structure and Reactivity in Aqueous Solution. C.J. Cramer and D.G. Truhlar (eds), ACS Symp. Ser. 568, Washington, 1994
30. (e) Whitnell, R.M.; Wilson, K.R. in: Reviews in Computational Chemistry. K. Lipkowitz and D. Boyd (eds), Vol 4, Chapters, VCH, New York, 1993
31. (f) Rivail, J.L.; Rinaldi, D. in: Computational Chemistry, Review of Current Trends. J. Leszczynski (ed), World Scientif Publishing, in press
32. (g) Cramer, C.J.; Truhlar, D.G. in: Solvent Effects and Chemical Reactivity. O. Tapia and J. Bertrán (eds), Kluwer, Dordrecht, in press
33. (a) Jorgensen, W.L.; Buckner, J.K.; Huston, S.E.; Rosky, P.J. J. Am. Chem. Soc., 1987, 109, 1891
34. (b) Buckner, J.K.; Jorgensen, W.L. J. Am. Chem. Soc., 1989, 111, 2507.
35. (a) Gas Phase Ion Chemistry. M. T. Bowers (ed), Vol. 2, Academic Press, New York, 1979
36. (b) Olivella, S.; Urpí, F.; Vilarrasa, J. J. Comp. Chem., 1984, 5, 230 and references therein.
37. Pearson, R.G. J. Am. Chem. Soc., 1986, 108, 6109.
38. (a) Ingold, C.K. Structure and Mechanism in Organic Chemistry. Cornell University Press, Ithaca, New York, 1969
39. (b) Parker, A.J. Chem. Rev., 1969, 69, 1
40. (c) Nibbering, N.M. in: Kinetics of Ion-Molecule Reactions. P Ausloows (ed), Plenum, New York, 1979
41. (d) Chandrasekhar, J.; Smith, S.F.; Jorgensen, W.L. J. Am. Chem. Soc., 1985, 107, 164
42. (e) Madura, J.D.; Jorgensen, W.L. J. Am. Chem. Soc., 1986, 108, 2517
43. (f) Evanseck, J.D.; Blake, J.F.; Jorgensen, W.L. J. Am. Chem. Soc., 1987, 109, 2349
44. (g) Howard, A.; Kollman, P. J. Am. Chem. Soc., 1988, 110, 7195
45. (h) Arad, D.; Langridge, R.; Kollman, P. J. Am. Chem. Soc., 1990, 112, 491
46. (i) Orozco, M.; Canela, E.I.; Franco, R. J. Org. Chem., 1991, 55, 2630
47. (j) Gao, J. J. Am. Chem. Soc., 1991, 113, 7796
48. (k) Sola, M.; Lledos, A.; Duran, M.; Bertran, J.; Abboud, J.M. J. Am. Chem. Soc., 1991, 113, 2873
49. (l) Abboud, J.M.; Notario, R.; Bertran, J.; Sola, M. Prog.Phys.Org.Chem., 1993, 19, 1.
50. (a) White, W.N.; Wolfarth, E.F J. Org. Chem., 1970, 55, 2196
51. (b) Cramer, C.J.; Truhlar, D.G. J. Am. Chem. Soc., 1992, 114, 8794
52. (c) Severance, D.L.; Jorgensen, W.L. J. Am. Chem. Soc., 1992, 114, 10966
53. (d) Gao, J. J. Am. Chem. Soc., 1994, 116, 1563
54. (e) Gajewski, J.J.; Brichford, N.L. in: Structure and Reactivity in Aqueous Solution. C.J .Cramer and D.G. Truhlar (eds), Chapter 16, ACS Symp. Series 568, Washington, 1994.
55. (a) Breslow, R. Acc. Chem. Res., 1991, 24, 159
56. (b) Blokzijl, W.; Blandamer, M.J.; Engberts, J. J. Am. Chem. Soc., 1991, 113, 4241
57. (c) Blokzijl, W.; Engberts, J. in: Structure and Reactivity in Aqueous Solution. C.J. Cramer and D.G. Truhlar (eds), Chapter 21, ACS Symp. Series 568, Washington, 1994.
58. Kool, E.T.; Breslow, R. J. Am. Chem. Soc., 1988, 110, 1596.
59. (a) Bonaccorsi, R.; Cimiraglia, R.; Tomasi, J.; Miertus, S. J. Mol. Struct. (Theochem), 1982, 87, 181
60. (b) Reynolds, C.A. J. Am. Chem. Soc., 1992, 112, 7545.
61. (a) Sclove, D.B.; Pazos, J.F.; Camp, R.L.; Greene, F.D. J. Am. Chem. Soc., 1970, 92, 7488
62. (b) Cordes, M.H.J.; Berson, J.A. J. Am. Chem. Soc., 1992, 114, 11010
63. (c) Lim, D.; Hrovat, D.A.; Borden, W.T.; Jorgensen, W.L. J. Am. Chem. Soc., 1994, 116, 3494.
64. (a) Baigrie, L.M.; Cox, R.A.; Slebocka-Tilk, H.; Tencer, M.; Tidwell, T.T. J. Am. Chem. Soc., 1985, 107, 3640
65. (b) Coitiño, E.L.; Tomasi, J.; Ventura, O. J. Chem. Soc. Perkin Trans. II., 1994, 90, 1.
66. (a) Kygoku, Y.; Lord, R.C.; Rich, A. Science, 1966, 154, 518
67. (b) Sikue, T.N.; Schellman, J.A. J. Mol. Biol., 1968, 33, 61
68. (c) Nakano, N.I.; Igarashi, S. Biochemistry, 1970, 9, 577
69. (d) Yanson, I.K.; Teplisky, A.B.; Sukhodub, L.F. Biopolymers, 1979, 18, 1149
70. (e) Cieplak, P.; Kollman, P.A. J. Am. Chem. Soc., 1988, 110, 3734
71. (f) Dang, L.X.; Kollman, P.A. J. Am. Chem. Soc., 1990, 112, 503.
72. (a) McCammon, J.A.; Karplus, M. Acc. Chem. Res., 1983, 16, 187
73. (b) Jorgensen, E.L. Acc. Chem. Res., 1989, 22, 184
74. (c) Beveridge, D.L.; DiCapua, F.M. Ann. Rev. Biophys. Chem., 1989, 18, 431
75. (d) Kollman, P.A.; Merz, K.M. Acc. Chem. Res., 1990, 23, 246
76. (e) Kollman, P.A. Chem. Rev., 1993, 93, 2395
77. (f) van Gunsteren, W.F.; Beutler, T.C.; Fraternali, F.; King, P.M.; Mark, A.E.; Smith, P.E. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol. 2, Chapter 13 (Part III), ESCOM, Leiden, 1993.
78. (a) Allinger, N.L. J. Am. Chem. Soc., 1977, 99, 8127
79. (b) Weiner, S.J.; Kollman, P.A.; Case, P.A.; Singh, U.C.; Ohio, C.; Alagona, G. J. Am. Chem. Soc., 1984, 106, 765
80. (c) Nilson, L.; Karplus, M. J. Comp. Chem., 1986, 7, 591
81. (d) Tirado-Rives, J.; Jorgensen, W.L. J. Am. Chem. Soc., 1988, 110, 1657
82. (e) Dauber-Ogusthorpe, P.; Roberts, U.A.; Osguthorpe, D.J.; Wolf, J.; Genest, M.; Hagler, A.T. Proteins, 1988, 4, 31
83. (f) Allinger, N.L.; Yuh, Y.H.; Lii, J. J. Am. Chem. Soc., 1989, 111, 8551
84. (g) van Gunsteren, W.F.; Berendsen, H.J.C. GROningen Molecular Simulation (GROMOS), ETH, Zurich, 1992
85. (h) Orozco, M.; Aleman, C.; Luque, F.J. Models in Chemistry, 1993, 130, 695
86. (i) Gelin, B.R. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol. 2, Chapter 5 (Part II), ESCOM, Leiden, 1993.
87. (a) Allen, M.P.; Tildesley, D.J. Computer Simulations of Liquids. Clarendon Press, Oxford, 1987
88. (b) McCammon, J.A.; Harvey, S.C. Dynamics of Proteins and Nucleic Acids. Cambridge University Press, Cambridge, 1987
89. (c) Brooks, C. L.; Karplus, M.; Pettitt, B.M. Proteins: a Theoretical Perspective of Dynamics, Structure and Thermodynamics. Wiley, NewYork, 1988
90. (d) van Gunsteren, W.F. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol. 2, Chapter 1 (Part I), ESCOM, Leiden, 1993
91. (e) Frenkel, D. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol. 2, Chapter 2 (Part I), ESCOM, Leiden, 1993
92. (f) Dodd, L.R.; Boone, T.D.; Theodorou, D.N. Mol. Phys., 1993, 78, 961.
93. (g) van Gunsteren, W.F.; Luque, F.J.; Timms, D.; Torda, A.E. Annu. Rev. Biophys. Biomol. Struct., 1994, 23, 847
94. (a) Böttcher, C. J. Theory of Electric Polarization. Elsevier, Amsterdam, 1952
95. (b) Åqvist, J.; Medina, C.; Sammuelsson, J.-E. Protein Eng., 1994, 7, 385.
96. Carlson, H.; Jorgensen, W.L. J. Phys. Chem., in press.
97. (a) Kirkwood, J. J. Chem. Phys., 1935, 3, 300
98. (b) Zwanzing, R. J. Chem. Phys., 1954, 22, 1420
99. (c) Valleau, J.P.; Torrie, G.M. in: Modern Theoretical Chemistry B. Berne (ed), Vol. 5, Plenum, New York, 1977, pp. 169-194
100. (d) Postma, J.P.M.; Berendsen, H.J.C.; Haak, J.R. Faraday Symp. Chem. Soc., 1982, 17, 55
101. (e) Warshel, A. J. Phys. Chem., 1982, 86, 2218
102. (f) Tembe, B.L.; McCammon, J.A. J. Comp. Chem., 1984, 8, 281
103. (g) Jorgensen, W.L.; Ravimohan, C. J. Chem. Phys., 1985, 83, 3050.
104. Bash, P.A.; Singh, U.C.; Langridge, R.; Kollman, P. Science, 1987, 236, 564.
105. Straatsma, T.P.; Zacharias, M.; McCammon, J.A. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol.2, Chapter 14 (Part V). ESCOM, Leiden, 1993.
106. Mezei, M. J. Chem. Phys., 1985, 86, 7084.
107. (a) Jorgensen, W.L.; Briggs, J.M.; Contreras, M.L. J. Phys. Chem., 1990, 94, 1683
108. (b) Rao, B.C.; Singh, U.C. J. Am. Chem. Soc., 1991, 113, 4381
109. (c) Essex, J.W.; Reynolds, C.A.; Richards, W.G. J. Am. Chem. Soc., 1992, 114, 3634.
110. (a) Carlson, H.; Nguyen, T.B.; Orozco, M.; Jorgensen, W.L. J. Comp. Chem., 1993, 14, 1240
111. (b) Orozco, M.; Jorgensen, W.L.; Luque, F.J. J. Comp. Chem., 1993, 14, 1498.
112. Tomasi, J.; Persico, M. Chem. Rev., 1994, 94, 2027.
113. (a) Rivail, J.E.; Rinaldi, D. Chem. Phys., 1976, 18, 223
114. (b) Tomasi, J.; Bonaccorsi, R.; Cammi, R.; Olivares del Valle, F.J. J. Mol. Struct. (Theochem), 1991, 234, 401
115. (c) Tomasi, J.; Alagona, G.; Bonaccorsi, R.; Ghio, C.; Cammi, R. in: Theoretical Models of Chemical Bonding. Z. Maksic (ed), Vol.4, Springer, Berlin, 1991
116. (d) Tapia, O.J. Math. Chem., 1992, 10, 139
117. (e) Miertus, S.; Frecer, V. J. Math. Chem., 1992, 10, 183
118. (f) Angyan, J.G. J. Math. Phys., 1992, 10, 94
119. (g) Cramer C.J.; Truhlar, D.G. in: Reviews in Computational Chemistry, K.B. Eipkowitz and D.B. Boyd (eds), Vol. 6, VCH, New York, 1994
120. (h) Tomasi, J. in: Structure and Reactivity in Aqueous Solution. C.J. Cramer and D.G. Truhlar (eds), Chapter 2, ACS Symp. Series 568, Washington, 1994.
121. Born, M. Z. Phys., 1920, 1, 45.
122. (a) Bell, R.P. Trans. Faraday Soc., 1931, 27, 797
123. (b) Onsager, E. J. Am. Chem. Soc., 1936, 58, 1486.
124. Still, W.C.; Tempczyk, A.; Hawley, R.C.; Hendrickson, T. J. Am. Chem. Soc., 1990, 112, 6127.
125. (a) Miertus, S.; Scrocco, E.; Tomasi, J. Chem. Phys., 1981, 55, 117
126. (b) Miertus, S.; Tomasi, J. Chem. Phys., 1982, 65, 239
127. (c) Montagnani, R.; Tomasi, J. J.Mol.Struct. (Theochem), 1993, 279, 131.
128. (a) Varnek, A.A.; Wipff, G.; Glebov, A.S.; Feil, D. J. Comp. Chem., 1995, 16, 1
129. (b) Euque, F.J.; Bofill, J.M.; Orozco, M. J. Chem. Phys., in press.
130. (a) Warwicker, J.; Watson, H.C. J. Mol. Biol., 1982, 157, 671
131. (b) Gilson, M.; Honig, B. Nature, 1987, 330, 84
132. (c) Gilson, M.; Sharp, K.; Honig, B. J. Comp. Chem., 1988, 9, 326
133. (d) Gilson, M.K.; Honig, B.H. Proteins, 1988, 4, 7
134. (e) Davis, M.E.; McCammon, J.A. J. Comp. Chem., 1989, 10, 387
135. (f) Tannor, D.J.; Marten, B.; Murphy, R.; Friesner, R.A.; Sitkoff, D.; Nicholls, A.; Ringnalda, M.; Goddard, W.A., III; Honig, B. J. Am. Chem. Soc., 1994, 116, 11875.
136. (a) Jean-Charles, A.; Nicholls, A.; Sharp, K.; Honig, B.; Tempczyk, A.; Hendrickson, T.; Still, W.C. J. Am. Chem. Soc., 1991, 113, 1454
137. (b) Alkorta, I.; Villar, H.; P•rez, J.J. J. Comp. Chem., 1993, 14, 620.
138. (a) Klapper, I.; Hagstrom, R.; Fine, R.; Sharp, K.; Honig, B. Proteins, 1986, 1, 47
139. (b) Nicholls, A.; Honig, B. J. Comp. Chem., 1991, 12, 435.
140. (a) Warshel, A.; Levitt, M. J. Mol. Biol., 1976, 103, 227
141. (b) Field, M.J.; Bash, P.A.; Karplus, M. J. Comp. Chem., 1990, 11, 700
142. (c) Warshel, A. Computer Modeling of Chemical Reactions in Enzymes and Solutions. Wiley, New York, 1991
143. (d) Luzhkov, V.; Warshel, A. J. Comp. Chem., 1992, 13, 199
144. (e) Gao, J. J. Phys. Chem., 1992, 96, 537
145. (f) Gao ,J.; Xia, X. Science, 1992, 258, 631
146. (g) Field, M. in: Computer Simulation of Biomolecular Systems. Theoretical and Experimental Applications. W.F. van Gunsteren, P.K. Weiner and A.J. Wilkinson (eds), Vol. 2, Chapter 4 (Part I), ESCOM, Leiden 1993
147. (h) Warshel, A. Chem. Rev., 1993, 93, 2523
148. (i) Gao, J. in: Reviews in Computational Chemistry, K.B. Lipkowitz and D.B. Boyd (eds), Vol 6, VCH, New York, 1994.
149. (a) Dewar, M.J.S.; Zoebisch, E.G.; Horsley, E.F.; Stewart, J.J.P. J. Am. Chem. Soc., 1985, 107, 3902
150. (b) Stewart, J.J.P., J. Comp. Chem., 1989, 10, 209.
151. (a) Stanton, R.V.; Hartsough, D.S.; Merz, K. J. Phys. Chem., 1993, 97, 11868
152. (b) Freindorf, M.; Gao, J. J. Comp. Chem., in press.
153. (c) Tuñón, I.; Martins-Costa, M.T.C.; Millot, C.; Ruiz-López, M.F. Chem. Phys.Lett., 1995, 241, 450
154. (d) Tuñón, I.; Martins-Costa, M.T.C.; Millot, C.; Ruiz-López, M.F.; Rivail, J.L. J. Comp. Chem. 1996, 17, 19.
155. Alhambra, C.; Luque, F.J.; Orozco, M. J. Phys. Chem., 1995, 99, 3084.
156. (a) Floris, F.M.; Tomasi, J.; Pascual-Ahuir, J.L. J. Comp. Chem., 1991, 12, 784
157. (b) Silla, E.; Tuñón, I.; Villar, F.; Pascual-Ahuir, J.L. J. Mol. Struct. (Theochem), 1992, 254, 369.
158. (a) Cramer, C.J.; Truhlar, D.G. J. Am. Chem. Soc., 1991, 113, 8305
159. (b) Cramer, C.J.;Truhlar, D.G. Science, 1992, 256, 213
160. (c) Cramer, C. J.; Truhlar, D.G. J. Comp. Chem., 1992, 13, 1089
161. (d) Bachs, M.; Luque, F.J.; Orozco, M. J. Comp. Chem., 1994, 15, 446
162. (e) Luque, F.J.; Bachs, M.; Orozco, M. J. Comp. Chem., 1994, 15, 847
163. (f) Orozco, M.; Bachs, M.; Luque, F.J. J. Comp. Chem., 1995, 16, 563
164. (g) Orozco, M.; Luque, F.J. Chem. Phys., 1994, 182, 237.
165. (a) Rinaldi, D.; Rivail, J.-L. Theor. Chim. Acta, 1973, 32, 57
166. (b) Rinaldi, D.; Ruiz-López, M.F.; Rivail, J.-L. J. Chem. Phys., 1983, 78, 834
167. (c) Rinaldi, D.; Rivail, J.-L.; Rguini, N.J. J. Comp. Chem., 1992, 13, 675
168. (d) Dillet, V.; Rinaldi, D.; Angyan, J.G.; Rivail, J.-L. Chem. Phys. Lett., 1993, 202, 18
169. (e) Dillet, V.; Rinaldi, D.; Rivail, J.L. J. Phys. Chem., 1994, 98, 5034
170. (f) Ruiz-López, M.F.; Bohr, F.; Martins Costa, M.T.C.; Rinaldi, D. Chem. Phys. Lett., 1994, 221, 109
171. (g) Rinaldi, D.; Rivail, J.L., to be published.
172. (a) Tapia, O.; Goschinski, O. Mol. Phys., 1975, 29, 1654
173. (b) Tapia, O.; Sussman, F.; Poulain, E. J. Theor. Biol., 1978, 71, 49.
174. (a) Katritzky, A.R.; Zerner, M.C.; Karelson, M.M. J. Am. Chem. Soc., 1986, 108, 7213
175. (b) Karelson, M.M.; Tamm, T.; Katritzky, A.R.; Cato, S.J.; Zerner, M.C. Tetrahedron Comput. Methodol., 1989, 2, 295
176. (c) Karelson, M.M.; Zerner, M.C. J. Am. Chem. Soc., 1990, 112, 7828
177. (d) Thompson, M.A.; Zerner, M.C. J. Am. Chem. Soc., 1990, 112, 9405
178. (e) Karelson, M.M.; Zerner, M.C. J. Phys. Chem., 1992, 96, 6949.
179. (a) Chudinov, G.E.; Napolov, D.V.; Basilevsky, M.V. Chem. Phys., 1992, 160, 41
180. (b) Rauhut, G.; Clark, T.; Steinke, T. J. Am. Chem. Soc., 1993, 115, 9174
181. (c) Hoshi, H.; Chûjo, R.; Inoue, Y.; Sakurai, M. J. Mol. Struct. (Theochem), 1988, 49, 267
182. (d) Chen, J.L.; Noodleman, L.; Case, D.A., Bashford, D. J. Phys. Chem., 1994, 98, 11059
183. (e) Rashin, A.A.; Young, L.; Topol, J.A. Biophys. Chem., 1994, 51, 359
184. (f) Rashin, A.A.; Bukatin, M. A.; Andzelm, J.; Hagler, A.T. Biophys. Chem., 1994, 51, 375.
185. (a) Mulliken, R.S. J. Chem. Phys., 1955, 23, 1833
186. (b) Singh, U.C.; Kollman, P. J. Comp. Chem., 1984, 5, 129
187. (c) Orozco, M.; Luque, F.J. J. Comp. Chem., 1990, 11, 909
188. (c) Storer, J.W.; Giesen, D.J.; Hawkins, G.D.; Lynch, G.C.; Cramer, C.J.; Truhlar, D.G.; Liotard, D.A. in: Structure and Reactivity in Aqueous Solution. C.J. Cramer and D.G. Truhlar (eds), Chapter 3, ACS Symp. Series 568, Washington, 1994
189. (d) Storer, J.W.; Giesen, D.J.; Cramer, C.J.; Truhlar, D.G. J. Comput-Aided Mol. Design, in press.
190. Giesen, D.J.; Storer, J.W.; Cramer, C.J.; Truhlar, D.G. J. Am. Chem. Soc., 1995, 117, 1057.
191. Klamt, A.; Schüürmann, G. J. Chem. Soc. Perkin Trans. II, 1993, 799.
192. (a) Olivares del Valle, F.J.; Tomasi, J. Chem. Phys., 1991, 150, 139
193. (b) Olivares del Valle, F.J.; Aguilar, M.A. J. Comp. Chem., 1992, 13, 115
194. (c) Olivares del Valle, F.J.; Aguilar, M.A. J. Mol. Struct. (Theochem), 1993, 280, 25
195. (d) Fortunelli, A.; Tomasi, J. Chem. Phys. Lett., 1994, 231, 34.
196. Pierotti, R.A. Chem.Rev., 1976, 76, 717.
197. Pascual-Ahuir, J.L.; Silla, E.; Tomasi, J.; Bonaccorsi, R. J. Comp. Chem., 1987, 8, 778.
198. (a) Chudinov, G.E.; Napolov, D.V.; Basilevsky, M.V. Chem. Phys., 1992, 160, 160, 41
199. (b) Wang, B.; Ford, G.P. J. Chem. Phys., 1992, 97, 4162.
200. Stewart, J.J.P. MOPAC-93 Computer Program. Stewart Comp. Ltd. 1994.
201. Luque, F.J.; Zhang, Y.; Alemán, C.; Bachs, M.; Gao, J.; Orozco, M. J. Phys. Chem., in press.
202. Truong, T.N; Stefanovich, E.V. Chem. Phys. Lett, 1995, 240, 253
203. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Gill, P.M.W.; Johnson, B.G.; Wong, M.W.; Foresman, J.B.; Robb, M.A.; Head-Gordon, M.; Replogle, E.S.; Gomperts, R.; Andres, J.L.; Raghavachari, K.; Binkley, J.S.; Gonzalez, C.; Martin, R.L.; Fox, D.J.; DeFress, D.J.; Baker, J.; Stewart, J.J.P.; Pople, J.A. GAUSSIAN 92/DFT, Revision G.3, Gaussian, Pittsburgh, 1993.
204. 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, K.; Raghavachari, K.; Al-Laham, M.A.; Zakrzewski, V.G.; Ortiz, J.V., Foresman, J.B.; Ciolowski, J.; Stefanov, B.B.; Nanayakkara, A.; Challacombe, M.; Peng, C.Y.; Ayala, P.Y.; Chen, W.; Wong, M.W.; Andres, J.L.; Reploge, E.S.; Gomperts, R.; Martin, R.L.; Fox, D.J.; Binkley, J.S.; Defrees, D.J.; Baker, J.; Stewart, J.J.P.; Head-Gordon, M.; Gonzalez, C.; Pople, J.A. GAUSSIAN 94 Revision A. 1, Gaussian Inc., Pittsburgh, 1994.