A computational study of ultrafast acid dissociation and acid-base neutralization reactions. II. the relationship between the coordination state of solvent molecules and concerted versus sequential acid dissociation

Journal of Chemical Physics

Volumn 134, Issue 9, 2011, Pages

  Maurer, Patrick ^a   Thomas, Vibin ^a   Iftimie, Radu ^a  

^a UNIVERSITÉ DE MONTRÉAL   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACID BASE; ACID DISSOCIATION; COMPUTATIONAL STUDIES; COORDINATED WATER; EQUILIBRIUM DISSOCIATION; FIRST-PRINCIPLES; H-BONDED; HYDRATION STATE; HYDROGEN BOND NETWORKS; INITIAL CONDITIONS; INITIAL STATE; MOLECULAR DYNAMICS CALCULATION; PICOSECONDS; PROTON CONDUCTION; PROTON RELEASE; PROTON TRANSLOCATION; SOLVENT MOLECULES; STRONG ACIDS; TIME-SCALES; ULTRA-FAST; WATER MOLECULE;

CALCULATIONS; HYDROGEN; HYDROGEN BONDS; MOLECULAR DYNAMICS; MOLECULES; PHENOLS; PROTONS; REACTION KINETICS; WIRE;

DISSOCIATION;

ACID; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HYDROGEN BOND; MOLECULAR DYNAMICS; QUANTUM THEORY;

ACIDS; HYDROGEN BONDING; MOLECULAR DYNAMICS SIMULATION; MOLECULAR STRUCTURE; QUANTUM THEORY; WATER;

EID: 79952528742     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.3554654     Document Type: Article

References (89)

1. R. P. Bell, The Tunnel Effect in Chemistry (Chapman and Hall, London, 1980).
2. D. Marx, A. Chandra, and M. E. Tuckerman, Chem. Rev. (Washington, D.C.) 110, 2174 (2010).
3. K. Adamczyk, M. Premont-Schwarz, D. Pines, E. Pines, and E. T. J. Nibbering, Science 326, 1690 (2009). 10.1126/science.1180060
4. S. Braun-Sand, M. Strajbl and A. Warshel, Biophys. J. 87, 2221 (2004). 10.1529/biophysj.104.043257 (Pubitemid 41071325)
5. T. E. Decoursey, Physiol. Rev. 83, 475 (2003). 10.1016/B978-075067618-2/ 50006-8
6. S. Cukierman, Biochim. Biophys. Acta-Bioenerg. 1757, 876 (2006). 10.1016/j.bbabio.2005.12.001 (Pubitemid 44462696)
7. C. A. Wraight, Biochim. Biophys. Acta-Bioenerg. 1757, 886 (2006). 10.1016/j.bbabio.2006.06.017 (Pubitemid 44462697)
8. J. M. J. Swanson, C. M. Maupin, H. N. Chen, M. K. Petersen, J. C. Xu, Y. J. Wu, and G. A. Voth, J. Phys. Chem. B 111, 4300 (2007). 10.1021/jp070104x (Pubitemid 46787622)
9. M. Eigen, Angew. Chem., Int. Ed. Engl. 3, 1 (1964). 10.1002/anie. 196400011
10. M. Eigen, W. Kruse, G. Maass, and L. De Maeyer, Prog. React. Kinet. 2, 285 (1964).
11. A. Weller, Prog. React. Kinet. 1, 189 (1961).
12. B. H. Robinson, In Proton-Transfer Reactions, edited by, E. Caldin, and, V. Gold, (Chapman and Hall, London, 1975), p. 132.
13. See Ref. 1, p. 176.
14. M. Rini, D. Pines, B. Z. Magnes, E. Pines, and E. T. J. Nibbering, J. Chem. Phys. 121, 9593 (2004). 10.1063/1.1804172 (Pubitemid 40001722)
15. O. F. Mohammed, D. Pines, E. T. J. Nibbering, and E. Pines, Angew. Chem., Int. Ed. Engl. 46, 1458 (2007). 10.1002/anie.200603383 (Pubitemid 46959996)
16. O. F. Mohammed, D. Pines, E. Pines, and E. T. J. Nibbering, Chem. Phys. 341, 240 (2007). 10.1016/j.chemphys.2007.06.040
17. B. J. Siwick and H. J. Bakker, J. Am. Chem. Soc. 129, 13412 (2007). 10.1021/ja069265p (Pubitemid 350071769)
18. M. Rini, B. Z. Magnes, E. Pines, and E. T. J. Nibbering, Science 301, 349 (2003). 10.1126/science.1085762 (Pubitemid 36877065)
19. O. F. Mohammed, D. Pines, J. Dreyer, E. Pines, and E. T. J. Nibbering, Science 310, 83 (2005). 10.1126/science.1117756 (Pubitemid 41434539)
20. B. J. Siwick, M. J. Cox, and H. J. Bakker, J. Phys. Chem. B 112, 378 (2008). 10.1021/jp075663i (Pubitemid 351184611)
21. M. J. Cox and H. J. Bakker, J. Chem. Phys. 128, 10 (2008). 10.1063/1.2889390 (Pubitemid 351644894)
22. M. J. Cox, R. L. A. Timmer, H. J. Bakker, S. Park, and N. Agmon, J. Phys. Chem. A 113, 6599 (2009). 10.1021/jp9004778
23. E. Pines, in The Chemistry of Phenols, edited by, Z. Rappoport, (Wiley, New York, 2003), pp. 491-527. 10.1002/0470857277.ch7
24. D. B. Spry and M. D. Fayer, J. Chem. Phys. 128, 084508 (2008). 10.1063/1.2825297 (Pubitemid 351328709)
25. P. Maurer, V. Thomas, U. Rivard, and R. Iftimie, J. Chem. Phys. 133, 044108 (2010). 10.1063/1.3461162
26. Z. Luz and S. Meiboom, J. Am. Chem. Soc. 86, 4768 (1964). 10.1021/ja01076a008
27. N. Agmon, J. Phys. Chem. A 109, 13 (2005). 10.1021/jp047465m (Pubitemid 40121017)
28. O. F. Mohammed, J. Dreyer, B.-Z. Magnes, E. Pines, and E. T. J. Nibbering, ChemPhysChem 6, 625 (2005). 10.1002/cphc.200400510 (Pubitemid 40579966)
29. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, 3rd ed. (Springer, New York, 2006), p. 640.
30. S. G. Schulman, C. Shangxian, F. Bai, M. J. P. Leiner, L. Weis, and O. S. Wolfbeis, Anal. Chim. Acta 304, 165 (1995). 10.1016/0003-2670(94)00631-U
31. H. Hu and W. Yang, Annu. Rev. Phys. Chem. 59, 573 (2008). 10.1146/annurev.physchem.59.032607.093618 (Pubitemid 351703398)
32. W. Koch and M. C. Holthausen, A Chemists Guide to Density Functional Theory (VCH, New York, 2000).
33. A. D. Becke, Phys. Rev. A 38, 3098 (1988). 10.1103/PhysRevA.38.3098
34. C. T. Lee, W. T. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988). 10.1103/PhysRevB.37.785
35. N. Troullier and J. L. Martins, Phys. Rev. B 43, 1993 (1991). 10.1103/PhysRevB.43.1993
36. CPMD V3, 11, Copyright IBM Corp 1990-2006, Copyright MPI fr Festkrperforschung Stuttgart 1997-2001. For more details see www.cpmd.org.
37. P. L. Geissler, T. V. Voorhis, and C. Dellago, Chem. Phys. Lett. 324, 149 (2000). 10.1016/S0009-2614(00)00479-6
38. R. Iftimie, V. Thomas, S. Plessis, P. Marchand, and P. Ayotte, J. Am. Chem. Soc. 130, 5901 (2008). 10.1021/ja077846o (Pubitemid 351620835)
39. D. Marx and J. Hutter, Ab Initio Molecular Dynamics (Cambridge University Press, Cambridge, England, 2009), p. 384.
40. K. Leung and S. B. Rempe, J. Am. Chem. Soc. 126, 344 (2003). 10.1021/ja036267q
41. T. R. Walsh and T. Liang, J. Comput. Chem. 30, 893 (2009). 10.1002/jcc.21111
42. P. Maurer and R. Iftimie, J. Chem. Phys. 132, 074112 (2010). 10.1063/1.3317398
43. J. Vandevondele, F. Mohamed, M. Krack, J. Hutter, M. Sprik, and M. Parrinello, J. Chem. Phys. 122, 014515 (2005). 10.1063/1.1828433 (Pubitemid 41047786)
44. I. F. W. Kuo, C. J. Mundy, M. J. Mcgrath, J. I. Siepmann, J. Vandevondele, M. Sprik, J. Hutter, B. Chen, M. L. Klein, F. Mohamed, M. Krack, and M. Parrinello, J. Phys. Chem. B 108, 12990 (2004). 10.1021/jp047788i
45. M. V. Fernandez-Serra and E. Artacho, J. Chem. Phys. 121, 11136 (2004). 10.1063/1.1813431 (Pubitemid 40020652)
46. M. V. Fernandez-Serra, G. Ferlat, and E. Artacho, Mol. Sim. 31, 361 (2005).
47. P. H. L. Sit and N. Marzari, J. Chem. Phys. 122, 9 (2005). 10.1063/1.1908913 (Pubitemid 40858511)
48. V. Thomas and R. Iftimie, J. Phys. Chem. B 113, 4152 (2009). 10.1021/jp807378x
49. S. Yoo, X. C. Zeng, and S. S. Xantheas, J. Chem. Phys. 130, 221102 (2009). 10.1063/1.3153871
50. J. P. Perdew, K. Burke, and M. Ernzerhof, Phys. Rev. Lett. 77, 3865 (1996). 10.1103/PhysRevLett.77.3865
51. M. Tuckerman, Statistical Mechanics: Theory and Molecular Simulation, (Oxford University Press, New York, 2010), pp. 507-511.
52. W. S. Price, H. Ide, and Y. Arata, J. Phys. Chem. A 103, 448 (1999). 10.1021/jp9839044
53. D. Marx, ChemPhysChem 7, 1848 (2006). 10.1002/cphc.200600128
54. A. K. Soper, Chem. Phys. 258, 121 (2000). 10.1016/S0301-0104(00)00179-8
55. S. Habershon, T. E. Markland, and D. E. Manolopoulos, J. Chem. Phys. 131, 024501 (2009). 10.1063/1.3167790
56. S. Goedecker, M. Teter, and J. Hutter, Phys. Rev. B 54, 1703 (1996). 10.1103/PhysRevB.54.1703
57. G. Lippert, J. Hutter, and M. Parrinello, Mol. Phys. 92, 477 (1997). 10.1080/00268979709482119
58. J. Vandevondele, M. Krack, F. Mohamed, M. Parrinello, T. Chassaing, and J. Hutter, Comput. Phys. Commun. 167, 103 (2005). 10.1016/j.cpc.2004.12.014 (Pubitemid 40391124)
59. V. Weber and D. Asthagiri, J. Chem. Phys. 133, 141101 (2010). 10.1063/1.3499315
60. H. J. C. Berendsen, J. P. M. Postma, W. F. Van Gunsteren, and J. Hermans, In Intermolecular Forces, edited by, B. Pullman, (Reidel, Dordrecht, 1981), p. 331.
61. P. M. Kiefer and J. T. Hynes, J. Phys. Chem. A 108, 11793 (2004). 10.1021/jp040497p (Pubitemid 40073494)
62. O. Markovitch, H. Chen, S. Izvekov, F. Paesani, G. A. Voth, and N. Agmon, J. Phys. Chem. B 112, 9456 (2008). 10.1021/jp804018y
63. T. C. Berkelbach, H. S. Lee, and M. E. Tuckerman, Phys. Rev. Lett. 103, 238302 (2009). 10.1103/PhysRevLett.103.238302
64. M. Tuckerman, K. Laasonen, M. Sprik, and M. Parrinello, J. Phys. Chem. 99, 5749 (1995). 10.1021/j100016a003
65. Note, however, that the nature of the elementary steps involved in proton transport in liquid water are debated. See for example Refs. and.
66. The hydration numbers of phenol and tricyanophenol reported here differ slightly from those previously reported in Ref.. The newer values are more precise, having been obtained from longer molecular dynamics simulations.
67. P. G. Bolhuis, D. Chandler, C. Dellago, and P. L. Geissler, Annu. Rev. Phys. Chem. 53, 291 (2002). 10.1146/annurev.physchem.53.082301.113146 (Pubitemid 35336255)
68. A. Luzar, J. Chem. Phys. 113, 10663 (2000). 10.1063/1.1320826 (Pubitemid 32076963)
69. All reported uncertainties were computed by dividing the 550 ps trajectory in two equal segments and by computing independent estimates from both segments. The reported uncertainties represent the difference between the two independent estimates, which corresponds to a 70 confidence interval for a t-Student distribution with one degree of freedom. The present approach for computing uncertainties is equally applicable to the calculation of timescales from mean first passage time and exponential fitting of correlation function estimators.
70. P. Reimann, G. J. Schmid, and P. Hanggi, Phys. Rev. E 60, R1 (1999). 10.1103/PhysRevE.60.R1
71. P. L. Geissler, C. Dellago, D. Chandler, J. Hutter, and M. Parrinello, Science 291, 2121 (2001). 10.1126/science.1056991 (Pubitemid 32224437)
72. D. Chandler, Introduction to Modern Statistical Mechanics (Oxford University Press, New York, 1987).
73. R. Rey, K. B. Moller, and J. T. Hynes, J. Phys. Chem. A 106, 11993 (2002). 10.1021/jp026419o
74. E. Pines, D. Pines, Y. Z. Ma, and G. R. Fleming, ChemPhysChem 5, 1315 (2004). 10.1002/cphc.200301004
75. A. Chandra, M. E. Tuckerman, and D. Marx, Phys. Rev. Lett. 99, 4 (2007). 10.1103/PhysRevLett.99.145901 (Pubitemid 47531669)
76. J. B. Asbury, T. Steinel, C. Stromberg, K. J. Gaffney, I. R. Piletic, and M. D. Fayer, J. Chem. Phys. 119, 12981 (2003). 10.1063/1.1627762
77. D. Laage and J. T. Hynes, Science 311, 832 (2006). 10.1126/science. 1122154 (Pubitemid 43228843)
78. M. Tuckerman, D. Marx, M. L. Klein, and M. Parrinello, Science 275, 817 (1997). 10.1126/science.275.5301.817 (Pubitemid 27074879)
79. G. Hummer, J. Chem. Phys. 120, 516 (2004). 10.1063/1.1630572
80. D. Chandler, J. Chem. Phys. 68, 2959 (1978). 10.1063/1.436049
81. C. Prayer, T. Gustavsson, and T.-H. Tran-Thi, AIP Conf. Proc. 364, 333 (1996). 10.1063/1.50210
82. P. Leiderman, L. Genosar, and D. Huppert, J. Phys. Chem. A 109, 5965 (2005). 10.1021/jp050037b (Pubitemid 41048752)
83. D. B. Spry, A. Goun, and M. D. Fayer, J. Phys. Chem. A 111, 230 (2007). 10.1021/jp066041k (Pubitemid 46278941)
84. L. N. Silverman, D. B. Spry, S. G. Boxer, and M. D. Fayer, J. Phys. Chem. A 112, 10244 (2008). 10.1021/jp805189u
85. R. L. A. Timmer, M. J. Cox, and H. J. Bakker, J. Phys. Chem. A 114, 2091 (2010). 10.1021/jp908561h
86. N. Agmon, Chem. Phys. Lett. 244, 456 (1995). 10.1016/0009-2614(95)00905-J
87. E. M. Kosower and D. Huppert, Annu. Rev. Phys. Chem. 37, 127 (1986). 10.1146/annurev.pc.37.100186.001015
88. Z. Cao, Y. Peng, T. Yan, S. Li, A. Li, and G. A. Voth, J. Am. Chem. Soc. 132, 11395 (2010). 10.1021/ja1046704
89. D. Marx, M. E. Tuckerman, J. Hutter, and M. Parrinello, Nature (London) 397, 601 (1999). 10.1038/17579 (Pubitemid 29091942)