Reaction pathways by quantum Monte Carlo: Insight on the torsion barrier of 1,3-butadiene, and the conrotatory ring opening of cyclobutene

Journal of Chemical Physics

Volumn 137, Issue 22, 2012, Pages

  Barborini, Matteo ^a   Guidoni, Leonardo ^a  

^a UNIVERSITY OF L'AQUILA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BUTENES; GROUND STATE; POTENTIAL ENERGY; QUANTUM CHEMISTRY; QUANTUM THEORY; TORSIONAL STRESS; VARIATIONAL TECHNIQUES;

GROUND STATE GEOMETRY; INTRAMOLECULAR REACTIONS; QUANTUM MONTE CARLO; QUANTUM MONTE CARLO METHODS; REACTION BARRIERS; REACTION PATHWAYS; TRANSITION STATE GEOMETRY; VARIATIONAL MONTE CARLO;

MONTE CARLO METHODS;

EID: 84871245833     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.4769791     Document Type: Article

References (80)

1. R. B. Scott, R. D. Rands Jr., C. H. Meyers, F. G. Brickwedde, and N. Bekkedahl, J. Res. Natl. Bur. Stand. 35, 39 (1945). 10.6028/jres.035.017
2. J. G. Aston, G. Szasz, H. W. Woolley, and F. G. Brickwedde, J. Chem. Phys. 14, 67 (1946). 10.1063/1.1724108
3. A. Almenningen, O. Bastiansen, and M. Traetteberg, Acta Chem. Scand. 12, 1221 (1958). 10.3891/acta.chem.scand.12-1221
4. W. Haugen and M. Traetteberg, Acta Chem. Scand. 20, 1726 (1966). 10.3891/acta.chem.scand.20-1726
5. K. Kuchisu, T. Fukuyama, and Y. Morino, J. Mol. Struct. 1, 463 (1968). 10.1016/0022-2860(68)87020-6
6. N. C. Craig, P. Groner, and D. C. McKean, J. Phys. Chem. A 110, 7461 (2006). 10.1021/jp060695b
7. M. E. Squillacote, R. S. Sheridan, O. L. Chapman, and F. A. L. Anet, J. Am. Chem. Soc. 101, 3657 (1979). 10.1021/ja00507a042
8. J. J. Fisher and J. Michl, J. Am. Chem. Soc. 109, 1056 (1987). 10.1021/ja00238a012
9. B. R. Arnold, V. Balaji, and J. Michl, J. Am. Chem. Soc. 112, 1808 (1990). 10.1021/ja00161a025
10. B. R. Arnold, V. Balaji, J. W. Downing, J. G. Radziszewski, J. J. Fisher, and J. Michl, J. Am. Chem. Soc. 113, 2910 (1991). 10.1021/ja00008a019
11. C. H. Choi, M. Kertesz, S. Dobrin, and J. Michl, Theor. Chem. Acc. 102, 196 (1999). 10.1007/s002140050491
12. K. B. Wiberg and R. E. Rosenberg, J. Am. Chem. Soc. 112, 1509 (1990). 10.1021/ja00160a033
13. R. L. Lipnick and E. W. Garbisch, J. Am. Chem. Soc. 95, 6370 (1973). 10.1021/ja00800a034
14. L. Radom and J. A. Pople, J. Am. Chem. Soc. 92, 4786 (1970). 10.1021/ja00719a005
15. U. Pincelli, B. Cadioli, and B. Lévy, Chem. Phys. Lett. 13, 249 (1972). 10.1016/0009-2614(72)85053-X
16. P. Skancke and J. E. Boggs, J. Mol. Struct. 16, 179 (1973). 10.1016/0022-2860(73)80060-2
17. B. Dumbacher, Theor. Chem. Acc. 23, 346 (1972). 10.1007/BF00526440
18. S. Skaarup, J. Boggs, and P. Skancke, Tetrahedron 32, 1179 (1976). 10.1016/0040-4020(76)85042-9
19. C. W. Bock, P. George, and M. Trachtman, Theor. Chem. Acc. 64, 293 (1984). 10.1007/BF00551014
20. M. A. Murcko, H. Castejon, and K. B. Wiberg, J. Phys. Chem. 100, 16162 (1996). 10.1021/jp9621742
21. X. Gong and H. Xiao, Int. J. Quantum Chem. 69, 659 (1998). 10.1002/(SICI)1097-461X(1998)69:5<659::AID-QUA4>3.0.CO;2-U
22. J. C. Sancho-García, A. J. Pérez-Jiménez, J. M. Pérez-Jordá, and F. Moscardó, Mol. Phys. 99, 47 (2001). 10.1080/00268970109483487
23. Y. N. Panchenko, J. V. Auwera, Y. Moussaoui, and G. R. De Maré, Struct. Chem. 14, 337 (2003). 10.1023/A:1024445810013
24. C. S. Page and M. Olivucci, J. Comput. Chem. 24, 298 (2003). 10.1002/jcc.10145
25. S. Saha, F. Wang, C. T. Falzon, and M. J. Brunger, J. Chem. Phys. 123, 124315 (2005). 10.1063/1.2034467
26. M. Boggio-Pasqua, M. J. Bearpark, M. Klene, and M. A. Robb, J. Chem. Phys. 120, 7849 (2004). 10.1063/1.1690756
27. A. Karpfen and V. Parasuk, Mol. Phys. 102, 819 (2004). 10.1080/00268970410001726863
28. D. C. McKean, N. C. Craig, and Y. N. Panchenko, J. Phys. Chem. A 110, 8044 (2006). 10.1021/jp060566v
29. D. Feller and N. C. Craig, J. Phys. Chem. A 113, 1601 (2009). 10.1021/jp8095709
30. R. Engeln, D. Consalvo, and J. Reuss, Chem. Phys. 160, 427 (1992). 10.1016/0301-0104(92)80010-S
31. P. Boopalachandran, N. Craig, P. Groner, and J. Laane, J. Phys. Chem. A 115, 8920 (2011). 10.1021/jp2051596
32. W. Cooper and W. D. Walters, J. Am. Chem. Soc. 80, 4220 (1958). 10.1021/ja01549a025
33. W. P. Hauser and W. D. Walters, J. Phys. Chem. 67, 1328 (1963). 10.1021/j100800a039
34. R. W. Carr and W. D. Walters, J. Phys. Chem. 69, 1073 (1965). 10.1021/j100887a510
35. K. B. Wiberg and R. A. Fenoglio, J. Am. Chem. Soc. 90, 3395 (1968). 10.1021/ja01015a018
36. D. C. Spellmeyer and K. N. Houk, J. Am. Chem. Soc. 110, 3412 (1988). 10.1021/ja00219a012
37. M. A. McAllister and T. T. Tidwell, J. Am. Chem. Soc. 116, 7233 (1994). 10.1021/ja00095a028
38. J. Baker, M. Muir, and J. Andzelm, J. Chem. Phys. 102, 2063 (1995). 10.1063/1.468728
39. P. Celani, F. Bernardi, M. Olivucci, and M. A. Robb, J. Chem. Phys. 102, 5733 (1995). 10.1063/1.469304
40. O. Wiest, D. C. Montiel, and K. N. Houk, J. Phys. Chem. A 101, 8378 (1997). 10.1021/jp9717610
41. L. Deng and T. Ziegler, J. Phys. Chem. 99, 612 (1995). 10.1021/j100002a025
42. P. K. Chattaraj, P. Fuentealba, B. Gómez, and R. Contreras, J. Am. Chem. Soc. 122, 348 (2000). 10.1021/ja992337a
43. P. Deng, L.-C. Li, A.-M. Tian, and N.-B. Wong, Int. J. Quantum Chem. 100, 288 (2004). 10.1002/qua.20159
44. L. Guidoni and U. Rothlisberger, J. Chem. Theory Comput. 1, 554 (2005). 10.1021/ct050081v
45. M. Jaccob, I. Sheeba Jem, S. Giri, P. Venuvanalingam, and P. K. Chattaraj, J. Phys. Org. Chem. 24, 460 (2011). 10.1002/poc.1785
46. E. Coccia and L. Guidoni, J. Comput. Chem. 33, 2332 (2012). 10.1002/jcc.23071
47. S. Sorella and S. Capriotti, J. Chem. Phys. 133, 234111 (2010). 10.1063/1.3516208
48. M. Barborini, S. Sorella, and L. Guidoni, J. Chem. Theory Comput. 8, 1260 (2012). 10.1021/ct200724q
49. O. Valsson, C. Angeli, and C. Filippi, Phys. Chem. Chem. Phys. 14, 11015 (2012). 10.1039/C2CP41387F
50. E. Coccia, D. Varsano, and L. Guidoni, " Protein field effect on the dark state of 11-cis retinal in rhodopsin by quantum Monte Carlo/molecular mechanics.," J. Chem. Theory Comput. (published online). 10.1021/ct3007502
51. J. C. Grossman, W. A. Lester, and S. G. Louie, J. Am. Chem. Soc. 122, 705 (2000). 10.1021/ja983879f
52. C. Filippi, S. B. Healy, P. Kratzer, E. Pehlke, and M. Scheffler, Phys. Rev. Lett. 89, 166102 (2002). 10.1103/PhysRevLett.89.166102
53. A. C. Kollias, O. Couronne, and J. W. A. Lester, J. Chem. Phys. 121, 1357 (2004). 10.1063/1.1756863
54. A. Zen, D. Zhelyazov, and L. Guidoni, J. Chem. Theory Comput. 8, 4204 (2012). 10.1021/ct300576n
55. L. K. Wagner and J. C. Grossman, Phys. Rev. Lett. 104, 210201 (2010). 10.1103/PhysRevLett.104.210201
56. S. Sorella, M. Casula, and D. Rocca, J. Chem. Phys. 127, 14105 (2007). 10.1063/1.2746035
57. G. Mazzola, A. Zen, and S. Sorella, J. Chem. Phys. 137, 134112 (2012). 10.1063/1.4755992
58. C. J. Umrigar, Int. J. Quantum Chem. 36, 217 (1989). 10.1002/qua. 560360826
59. R. Assaraf and M. Caffarel, J. Chem. Phys. 119, 10536 (2003). 10.1063/1.1621615
60. O. Valsson and C. Filippi, J. Chem. Theory Comput. 6, 1275 (2010). 10.1021/ct900692y
61. C. Attaccalite and S. Sorella, Phys. Rev. Lett. 100, 114501 (2008). 10.1103/PhysRevLett.100.114501
62. M. Casula, C. Filippi, and S. Sorella, Phys. Rev. Lett. 95, 100201 (2005). 10.1103/PhysRevLett.95.100201
63. M. Casula, S. Moroni, S. Sorella, and C. Filippi, J. Chem. Phys. 135, 154113 (2010). 10.1063/1.3653229
64. M. Casula and S. Sorella, J. Chem. Phys. 119, 6500 (2003). 10.1063/1.1604379
65. L. Pauling, The Nature of the Chemical Bond, 3rd ed. (Cornell University Press, Itaca, New York, 1960), pp. 230-240.
66. J. A. Pople, Proc. R. Soc. London, Ser. A 202, 323 (1950). 10.1098/rspa.1950.0103
67. M. Casula, M. Marchi, S. Azadi, and S. Sorella, Chem. Phys. Lett. 477, 255 (2009). 10.1016/j.cplett.2009.07.005
68. F. Sterpone, L. Spanu, L. Ferraro, S. Sorella, and L. Guidoni, J. Chem. Theory Comput. 4, 1428 (2008). 10.1021/ct800121e
69. E. Coccia, O. Chernomor, M. Barborini, S. Sorella, and L. Guidoni, J. Chem. Theory Comput. 8, 1952 (2012). 10.1021/ct300171q
70. M. Marchi, S. Azadi, C. Casula, and S. Sorella, J. Chem. Phys. 131, 154116 (2009). 10.1063/1.3249966
71. N. D. Drummond, M. D. Towler, and R. J. Needs, Phys. Rev. B 70, 235119 (2004). 10.1103/PhysRevB.70.235119
72. S. Sorella, TURBORVB quantum Monte Carlo package, see http://people.sissa.it/~sorella/web/index.html.
73. M. Burkatzki, C. Filippi, and M. Dolg, J. Chem. Phys. 126, 234105 (2007). 10.1063/1.2741534
74. J. R. Trail and R. J. Needs, J. Chem. Phys. 122, 174109 (2005). 10.1063/1.1888569
75. K. Kveseth, R. Seip, and D. A. Kohl, Acta Chem. Scand., Ser. A 34, 31 (1980). 10.3891/acta.chem.scand.34a-0031
76. W. Caminati, G. Grassi, and A. Bauder, Chem. Phys. Lett. 148, 13 (1988). 10.1016/0009-2614(88)87251-8
77. T. H. Dunning, J. Chem. Phys. 90, 1007 (1989). 10.1063/1.456153
78. J. Saltiel, D. F. Sears, and A. M. Turek, J. Phys. Chem. A 105, 7569 (2001). 10.1021/jp011493c
79. B. Bak, J. Led, L. Nygaard, J. Rastrup-Andersen, and G. Sorensen, J. Mol. Struct. 3, 369 (1969). 10.1016/0022-2860(69)87033-X
80. M. Olivucci, I. N. Ragazos, F. Bernardi, and M. A. Robb, J. Am. Chem. Soc. 115, 3710 (1993). 10.1021/ja00062a042