Solvent effects, reaction coordinates, and reorganization energies on nucleophilic substitution reactions in aqueous solution

Advances in Physical Organic Chemistry

Volumn 38, Issue , 2003, Pages 161-181

  Gao, Jiali ^a   Garcia Viloca, Mireia ^a   Poulsen, Tina D ^a   Mo, Yirong ^a  

^a University of Minnesota   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0142108949     PISSN: 00653160     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0065-3160(03)38005-0     Document Type: Review

References (60)

1. C. Reichardt Solvents and Solvent Effects in Organic Chemistry 2nd ed. 1990 VCH Weinheim
2. C.J. Cramer D.G. Truhlar Chem. Rev (Washington, DC) 99 1999 2161
3. M. Orozco F.J. Luque Chem. Rev (Washington, DC) 100 2000 4187
4. W.L. Jorgensen Acc. Chem. Res. 22 1989 184
5. J.K. Hwang G. King S. Creighton A. Warshel J. Am. Chem. Soc. 110 1988 5297
6. J.P. Bergsma B.J. Gertner K.R. Wilson J.T. Hynes J. Chem. Phys. 86 1987 1356
7. B.J. Gertner J.P. Bergsma K.R. Wilson S. Lee J.T. Hynes J. Chem. Phys. 86 1987 1377
8. J. Gao Acc. Chem. Res. 29 1996 298
9. D.G. Truhlar B.C. Garrett S.J. Klippenstein J. Phys. Chem. 100 1996 12771
10. D. Chandler J. Chem. Phys. 68 1978 2959
11. G.A. Voth R.M. Hochstrasser J. Phys. Chem. 100 1996 13034
12. J. Gao D.G. Truhlar Annu. Rev. Phys. Chem. 53 2002 467
13. R.P. Muller A. Warshel J. Phys. Chem. 99 1995 17516
14. Y. Mo J. Gao J. Comput. Chem. 21 2000 1458
15. D.G. Truhlar B.C. Garrett J. Phys. Chem. B 104 2000 1069
16. Y. Mo J. Gao J. Phys. Chem. A 104 2000 3012
17. J. Chandrasekhar S.F. Smith W.L. Jorgensen J. Am. Chem. Soc. 106 1984 3049
18. W.L. Jorgensen J.F. Blake J.D. Madura S.D. Wierschke ACS Symp. Ser. 353 1987 200
19. A. Warshel Computer Modeling of Chemical Reactions in Enzymes and Solutions 1991 Wiley New York
20. Y. Mo S.D. Peyerimhoff J. Chem. Phys. 109 1998 1687
21. Y. Mo Y. Zhang J. Gao J. Am. Chem. Soc. 121 1999 5737
22. E. Gianinetti M. Raimondi E. Tornaghi Int. J. Quant. Chem. 60 1996 157
23. M. Raimondi E. Gianinetti J. Phys. Chem. 92 1988 899
24. R. McWeeny Pure Appl. Chem. 61 1989 2087
25. D.L. Cooper J. Gerratt M. Raimondi Adv. Chem. Phys. 69 1987 319
26. Y. Mo J. Gao MOVB: A Program for Calculating Diabatic and Adiabatic State Energies 2000 University of Minnesota Minneapolis, Minnesota
27. P.-O. Lowdin Phys. Rev. 97 1955 1474
28. A.T. Amos G.G. Hall Proc. R. Soc. Lond. Ser. A 263 1961 482
29. H.F. King R.E. Staton H. Kim R.E. Wyatt R.G. Parr J. Chem. Phys. 47 1967 1936
30. J. Gao K.B. Lipkowitz D.B. Boyd Rev. Comput. Chem Rev. Comput. Chem vol. 7 1995 VCH New York 119
31. M.J. Field P.A. Bash M. Karplus J. Comput. Chem. 11 1990 700
32. A. Warshel M. Levitt J. Mol. Biol. 103 1976 227
33. J. Gao X. Xia Science 258 1992 631
34. M. Freindorf J. Gao J. Comput. Chem. 17 1996 386
35. H.J. Kim J.T. Hynes J. Chem. Phys. 93 1990 5211
36. J. Aaqvist A. Warshel Chem. Rev (Washington, DC) 93 1993 2523
37. P.L. Geissler C. Dellago D.J. Chandler Phys. Chem. B 103 1999 3706
38. C. Dellago P.G. Bolhuis F.S. Csajka D.J. Chandler Chem. Phys. 108 1998 1964
39. C. Dellago P.G. Bolhuis D. Chandler J. Chem. Phys. 110 1999 6617
40. U.W. Schmitt G.A. Voth J. Phys. Chem. B 102 1998 5547
41. K. Hinsen B. Roux J. Chem. Phys. 106 1997 3567
42. J. Bentzien R.P. Muller J. Florian A. Warshel J. Phys. Chem. B 102 1998 2293
43. J.P. Valleau G.M. Torrie B.J. Berne Modern Theoretical Chemistry Modern Theoretical Chemistry vol. 5 1977 Plenum Press New York 169
44. M.W. Schmidt K.K. Baldridge J.A. Boatz S.T. Elbert M.S. Gordon J.H. Jensen S. Koseki N. Matsunaga K.A. Nguyen J. Comput. Chem. 14 1993 1347
45. J. Chandrasekhar S.F. Smith W.L. Jorgensen J. Am. Chem. Soc. 107 1985 154
46. S.R. Vande Linde W.L. Hase J. Chem. Phys. 93 1990 7962
47. X.G. Zhao S.C. Tucker D.G. Truhlar J. Am. Chem. Soc. 113 1991 826
48. S.S. Shaik H.B. Schlegel S. Wolfe Theoretical Aspects of Physical Organic Chemistry: The SN2 Mechanism 1992 Wiley New York
49. Z. Shi R.J. Boyd J. Am. Chem. Soc. 113 1991 2434
50. M.N. Glukhovtsev A. Pross L. Radom J. Am. Chem. Soc. 117 1995 9012
51. W.N. Olmstead J.I. Brauman J. Am. Chem. Soc. 99 1977 4219
52. M.J. Pellerite J.I. Brauman J. Am. Chem. Soc. 102 1980 5993
53. M.N. Glukhovtsev A. Pross L. Radom J. Am. Chem. Soc. 117 1995 2024
54. R.C. Dougherty J.D. Roberts Org. Mass Spectrom. 8 1974 81
55. B.D. Wladkowski J.I. Brauman J. Phys. Chem. 97 1993 13158
56. S.E. Barlow J.M. Van Doren V.M. Bierbaum J. Am. Chem. Soc. 110 1988 7240
57. W.J. Albery M.M. Kreevoy Adv. Phys. Org. Chem. 16 1978 87
58. O. Kikuchi Y. Sano O. Takahashi K. Morihashi Heteroatom Chem. 7 1996 273
59. E.D. Hughes D.J. Whittingham J. Chem. Soc. 1960 806
60. W.L. Jorgensen J. Chandrasekhar J.D. Madura R.W. Impey M.L. Klein J. Chem. Phys. 79 1983 926