Ab initio dynamics trajectory study of the heterolytic cleavage of H 2 by a Lewis acid [B(C6F5)3] and a Lewis base [P(tBu)3]

Journal of Chemical Physics

Volumn 138, Issue 15, 2013, Pages

  Pu, Maoping ^a   Privalov, Timofei ^a  

^a STOCKHOLM UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

AB INITIO MOLECULAR DYNAMICS SIMULATION; DONOR-ACCEPTOR INTERACTION; FRUSTRATED LEWIS PAIRS; GEOMETRICAL CONDITIONS; HETEROLYTIC CLEAVAGE; MINIMUM ENERGY PATHS; TRAJECTORY CALCULATIONS; TRAJECTORY SIMULATION;

BORON; CONFORMATIONS; GASES; MOLECULAR DYNAMICS; REACTION KINETICS; TRAJECTORIES;

CALCULATIONS;

EID: 84887361660     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.4799932     Document Type: Article

References (87)

1. See H. C. Brown, "For an early account of the effect of the steric hindrance on chemical reactivity," J. Chem. Soc. 1956, 1248.
2. D. W. Stephan and G. Erker, Angew. Chem., Int. Ed. 49, 46 (2010);
3. D. W. Stephan, Org. Biomol. Chem. 6, 1535 (2008);
4. Chem. Commun. 2010, 8526;
5. Dalton Trans. 2009, 3129.
6. P. P. Power, Nature (London) 463, 171 (2010).
7. G. C. Welch and D. W. Stephan, J. Am. Chem. Soc. 129, 1880 (2007).
8. G. C. Welch, R. R. S. Juan, J. D. Masuda, and D. W. Stephan, Science 314, 1124 (2006).
9. D. Chen and J. Klankermayer, Chem. Commun. 2008, 2130;
10. P. A. Chase, T. Jurca, and D. W. Stephan, ibid. 2008, 1701;
11. V. Sumerin, F. Schulz, M. Nieger, M. Leskelä, T. Repo, and B. Rieger, Angew. Chem., Int. Ed. 47, 6001 (2008).
12. J. Nyhlén and T. Privalov, Dalton Trans. 2009, 5780;
13. M. Lindqvis, N. Sarnela, V. Sumerin, K. Chernichenko, M. Leskelä, and T. Repo, ibid. 41, 4310 (2012).
14. M. A. Dureen and D. W. Stephan, J. Am. Chem. Soc. 131, 8396 (2009);
15. J. S. J. Mc Cahill, G. C. Welch, and D. W. Stephan, Angew. Chem., Int. Ed. 119, 5056 (2007);
16. D. W. Stephan, S. Greenberg, T. W. Graham, P. Chase, J. J. Hastie, S. J. Geier, J. M. Farrell, C. C. Brown, Z. M. Heiden, G. C. Welch, and M. Ullrich, Inorg. Chem. 50, 12338 (2011).
17. E. Otten, R. C. Neu, and D. W. Stephan, J. Am. Chem. Soc. 131, 9918 (2009);
18. C. M. Mömming, E. Otten, G. Kehr, R. Fröhlich, S. Grimme, D. W. Stephan, and G. Erker, Angew. Chem., Int. Ed. 48, 6643 (2009);
19. A. J. P. Cardenas, B. J. Culotta, T. H. Warren, S. Grimme, A. Stute, R. Frönlich, G. Kehr, and G. Erker, ibid. 50, 7567 (2011).
20. D. J. Parks and W. E. Piers, J. Am. Chem. Soc. 118, 9440 (1996);
21. D. J. Parks, J. M. Blackwell, and W. E. Piers, J. Org. Chem. 65, 3090 (2000).
22. T. A. Rokob, A. Hamza, A. Stirling, T. Soos, and I. Papai, Angew. Chem., Int. Ed. 47, 2435 (2008);
23. A. Hamza, A. Stirling, T. A. Rokob, and I. Papai, Int. J. Quantum Chem. 109, 2416 (2009).
24. S. Grimme, H. Kruse, L. Goerigk, and G. Erker, Angew. Chem., Int. Ed. 49, 1402 (2010);
25. B. Schirmer and S. Grimme, Chem. Commun. 2010, 7942;
26. C. Mück-Lichtenfeld and S. Grimme, Dalton Trans. 2012, 9111.
27. H. W. Kim and Y. M. Rhee, Chem. Eur. J. 15, 13348 (2009).
28. I. Bako, A. Stirling, S. Balint, and I. Papai, Dalton Trans. 2012, 9023.
29. Y. Guo and S. Li, Inorg. Chem. 47, 6212 (2008).
30. T. A. Rokob, A. Hamza, and I. Papai, J. Am. Chem. Soc. 131, 10701 (2009).
31. B. L. Durfey and T. M. Gilbert, Inorg. Chem. 50, 7871 (2011).
32. T. Privalov, Eur. J. Inorg. Chem. 2009, 2229 (2009);
33. T. A. Rokob, A. Hamza, A. Stirling, and I. Papai, J. Am. Chem. Soc. 131, 2029 (2009).
34. A. J. V. Marwitz, J. L. Dutton, L. G. Mercier, and W. E. Piers, J. Am. Chem. Soc. 133, 10026 (2011).
35. The Investigation of Organic Reactions and Their Mechanisms, edited by H. Makill (Wiley-Blackwell, 2007);
36. L. P. Hammett, Physical Organic Chemistry: Reaction Rates, Equilibria and Mechanisms, 2nd ed. (McGraw-Hill, New York, 1970);
37. M. P. Allen and D. J. Tildesley, Computer Simulations of Liquids (Clarendon Press, Oxford, 1987).
38. D. Marx and J. Hutter, Ab Initio Molecular Dynamics: Basic Theory and Advanced Methods (Cambridge University Press, 2009);
39. G. D. Billing and K. V. Mikkelsen, Advanced Molecular Dynamics and Chemical Kinetics (Wiley-Interscience, 1997);
40. A. E. Pomerantz, J. P. Camden, A. S. Chiou, F. Ausfelder, N. Chawla, W. L. Hase, and R. N. Zare, J. Am. Chem. Soc. 127, 16368 (2005);
41. J. C. Polanyi and W. H. Wong, J. Chem. Phys. 51, 1439 (1969);
42. J. Liu, K. Song, W. L. Hase, and S. L. Anderson, J. Am. Chem. Soc. 126, 8602 (2004);
43. S. C. Ammal, H. Yamataka, M. Aida, and M. Dupuis, Science 299, 1555 (2003);
44. A. E. Litovitz, I. Keresztes, and B. K. Carpenter, J. Am. Chem. Soc. 130, 12085 (2008);
45. P. Manikandan, J. Zhang, and W. Hase, J. Phys. Chem. A. 116, 3061 (2012);
46. D. R. Glowacki, S. P. Marsden, and M. J. Pilling, J. Am. Chem. Soc. 131, 13896 (2009).
47. B. K. Carpenter, Annu. Rev. Phys. Chem. 56, 57 (2005).
48. P. Pechukas, Annu. Rev. Phys. Chem. 32, 159 (1981).
49. A. Fernandes-Ramos, B. A. Ellingson, B. C. Garrett, and D. G. Truhlar, "Variational transition state theory with multidimensional tunneling," in Reviews in Computational Chemistry, edited by K. B. Lipkowitz and T. R. Cundari (Wiley-VCH, Hoboken, NJ, 2007), Vol. 23, pp. 125-232;
50. D. G. Truhlar, A. D. Isaacson, and B. C. Garrett, "Generalized transition state theory," in Theory of Chemical Reaction Dynamics, edited by M. Baer (CRC Press, Boca Raton, FL, 1985), pp. 65-137;
51. B. C. Garrett and D. G. Truhlar, "Variational transition state theory," in Theory and Applications of Computational Chemistry: The First Forty Years, edited by C. Dykstra et al. (Elsevier B. V., 2005), pp. 67-87;
52. D. Frenkel and B. Smit, Understanding Molecular Simulations: From Algorithms to Applications (Academic Press, Boston, 1996).
53. K. Bolton, W. L. Hase, and G. H. Peslherbe, "Direct dynamics of reactive systems," in Modern Methods for Multidimensional Dynamics Computation in Chemistry, edited by D. L. Thompson (World Scientific, Singapore, 1998), pp. 143-189.
54. S. Hay and N. S. Scrutton, Nat. Chem. 4, 161 (2012);
55. D. R. Glowacki, J. N. Harvey, and A. J. Mulholland, ibid. 4, 169 (2012);
56. M. Gruebele and P. G. Wolynes, Acc. Chem. Res. 37, 261 (2004).
57. L. M. M. Quijano and D. A. Singleton, J. Am. Chem. Soc. 133, 13824 (2011).
58. L. Sun, K. Song, and W. L. Hase, Science 296, 875 (2002).
59. D. R. Glowacki, C. H. Liang, S. P. Marsden, J. N. Harvey, and M. J. Pilling, J. Am. Chem. Soc. 132, 13621 (2010).
60. I. S. Ufimtsev and T. J. Martinez, Comput. Sci. Eng. 10, 26 (2008);
61. J. Chem. Theory Comput. 5, 2619 (2009);
62. 5, 1004 (2009);
63. 4, 222 (2008).
64. H. Joo, E. Kraka, W. Quapp, and D. Cremer, Mol. Phys. 105, 2697 (2007), and references therein.
65. S. Grimme, J. Antony, S. Ehrlich, and H. Krieg, J. Chem. Phys. 132, 154104 (2010);
66. S. Grimme, J. Comput. Chem. 27, 1787 (2006);
67. A. J. Cohen, P. Mori-Sanchez, and W. Yang, Chem. Rev. 112, 289 (2012);
68. K. E. Riley, M. Pitonak, P. Jurecka, and P. Hobza, ibid. 110, 5023 (2010).
69. A. D. Becke, J. Chem. Phys. 98, 5648-5652 (1993);
70. C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B: Condens. Matter 37, 785-789 (1988).
71. M. Lundberg, M. R. A. Blomberg, and P. E. M. Siegbahn, Inorg. Chem. 43, 264 (2004), and references therein.
72. D. Feller, J. Comput. Chem. 17(13), 1571-1586 (1996);
73. K. L. Schuchardt, B. T. Didier, T. Elsethagen, L. Sun, V. Gurumoorthi, J. Chase, J. Li, and T. L. Windus, J. Chem. Inf. Model. 47(3), 1045-1052 (2007);
74. Elements H, Li-Ne: R. Krishnan, J. S. Binkley, R. Seeger, and J. A. Pople, J. Chem. Phys. 72, 650 (1980);
75. Elements Na-Ar: A. D. McLean and G. S. Chandler, ibid. 72, 5639 (1980);
76. Elements K-Ca: J.-P. Blaudeau, M. P. McGrath, L. A. Curtiss, and L. Radom, ibid. 107, 5016 (1997);
77. Elements Ga-Kr: L. A. Curtiss, M. P. McGrath, J.-P. Blandeau, N. E. Davis, R. C. Binning, Jr., and L. Radom, ibid. 103, 6104 (1995);
78. Element I: M. N. Glukhovstev, A. Pross, M. P. McGrath, and L. Radom, ibid. 103, 1878 (1995).
79. G. Henkelman, B. P. Uberuaga, and H. Jonsson, J. Chem. Phys. 113, 9901 (2000).
80. S. K. Reed, D. R. Glowacki, and D. V. Shalashilin, Chem. Phys. 370, 223 (2010).
81. W. Humphrey, A. Dalke, and K. Schulten, "VMD - visual molecular dynamics," J. Mol. Graphics 14.1, 33-38 (1996).
82. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., GAUSSIAN 03/Revision B.02 and GAUSSIAN 09/Revision B.01, Gaussian, Inc; see full references in the supplementary material.
83. N. V. Belkova, E. S. Shubina, and L. M. Epstein, Acc. Chem. Res. 38, 624 (2005);
84. A. Fujii, G. N. Patwari, T. Ebata, and N. Mikami, Int. J. Mass Spectrom. 220, 289 (2002).
85. S. Hur and T. C. Bruice, Proc. Natl. Acad. Sci. U.S.A. 99, 1176 (2002);
86. 100, 12015 (2003).
87. 4, NEB-images and the potential energy profile along MEP, and representative trajectory animation. As shown on Figure S5, the potential energy averaged over the first 111 fs of the simulation is ≈0.83 kcal/mol, and sometime after reaching the product it is ≈-18.94 kcal/mol; the potential energy change along the trajectory is ≈-19.78 kcal/mol.