Oxidative addition of the fluoromethane C-F bond to Pd. An ab initio benchmark and DFT validation study

Journal of Physical Chemistry A

Volumn 109, Issue 42, 2005, Pages 9685-9699

  De Jong, G Theodoor ^a   Bickelhaupt, F Matthias ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; CORRELATION METHODS; OXIDATION; PALLADIUM; POTENTIAL ENERGY; PROBABILITY DENSITY FUNCTION; SURFACE TREATMENT;

FLUOROMETHANE; OXIDATIVE ADDITION; POTENTIAL ENERGY SURFACE (PES);

CHEMICAL BONDS;

FLUORINATED HYDROCARBON; FLUOROMETHANE; PALLADIUM;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPUTER SIMULATION; OXIDATION REDUCTION REACTION; QUANTUM THEORY; SURFACE PROPERTY;

COMPUTER SIMULATION; HYDROCARBONS, FLUORINATED; MODELS, CHEMICAL; OXIDATION-REDUCTION; PALLADIUM; QUANTUM THEORY; SURFACE PROPERTIES;

EID: 27744468573     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp053587i     Document Type: Article

References (91)

1. Smart, B. E. Fluorocarbons. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1983; p 603.
2. Kiplinger, J. L.; Richmond, Th. G.; Osterberg, C. E. Chem. Rev. 1994, 94, 373.
3. Burdeniuc, J.; Jedlicka, B.; Crabtree, R. H. Chem. Ber. 1997, 130, 145.
4. Böhm, V. P. W.; Gstöttmayr, C. W. K.; Weskamp, Th.; Herrmann, W. A. Angew. Chem., Int. Ed. 2001, 40, 3387.
5. Senn, H. M.; Ziegler, T. Organometallics 2004, 23, 2980.
6. Bickelhaupt, F. M.; Ziegler, T.; Ragué Schleyer, P. v. Organometallics 1995, 14, 2288.
7. Albert, K.; Gisdakis, Ph.; Rösch, N. Organometallics 1998, 17, 1608.
8. Sundermann, A.; Uzan, O.; Martin, J. M. L. Chem. Eur. J. 2001, 7, 1703.
9. Diefenbach, A.; Bickelhaupt, F. M. J. Chem. Phys. 2001, 115, 4030.
10. Smurnyi, E. D.; Gloriozov, I. P.; Ustynuk, Yu. A. Russ. J. Phys. Chem. 2003, 77, 1699.
11. Reinhold: M.; McGrady, J. E.; Perutz, R. N. J. Am. Chem. Soc. 2004, 126, 5268.
12. Diefenbach, A.; Bickelhaupt, F. M. J. Phys. Chem. A 2004, 108, 8460.
13. Diefenbach, A.; de Jong, G. Th.; Bickelhaupt, F. M. J. Chem. Theory Comput. 2005, 1, 286.
14. Diefenbach, A.; de Jong, G. Th.; Bickelhaupt, F. M. Mol. Phys. 2005, 103, 995.
15. Dedieu, A. Chem. Rev. 2000, 100, 543.
16. Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618.
17. Cizek, J. J. Chem. Phys. 1966, 45, 4256.
18. Purvis III, G. D.; Bartlett, R. J. J. Chem. Phys. 1982, 76, 1910.
19. Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479.
20. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553.
21. de Jong, G. Th.; Solà, M.; Visscher, L.; Bickelhaupt, F. M. J. Chem. Phys. 2004, 121, 9982.
22. de Jong, G. Th.; Geerke, D. P.; Diefenbach, A.; Bickelhaupt, F. M. Chem. Phys. 2005, 313, 261.
23. de Jong, G. Th.; Geerke, D. P.; Diefenbach, A.; Solà, M.; Bickelhaupt, F. M. J. Comput. Chem. 2005, 26, 1006.
24. Hohenberg, P.; Kohn, W. Phys. Rev. 1964, 136, B864.
25. Kohn, W.; Sham, L. J. Phys. Rev. 1965, 140, A1133.
26. Parr, R. G.; Yang, W. Density-Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
27. Baker, J.; Muir, M.; Andzelm, J. J. Chem. Phys. 1995, 102, 2063.
28. Barone, V.; Adamo, C. J. Chem. Phys. 1996, 105, 11007.
29. Thümmel, H. T.; Bauschlicher, C. W., Jr. J. Phys. Chem. A 1997, 101, 1188.
30. Bach, R. D.; Glukhovtsev, M. N.; Gonzales, C. J. Am. Chem. Soc. 1998, 120, 9902.
31. Gritsenko, O. V.; Ensing, B.; Schippers, P. R. T.; Baerends, E. J. J. Phys. Chem. A 2000, 104, 8558.
32. Poater, J.; Solà, M.; Duran, M.; Robles, J. Phys. Chem. Chem. Phys. 2002, 4, 722.
33. Nibbering, N. M. M. Adv. Phys. Org. Chem. 1988, 24, 1.
34. Carroll, J. J.; Weisshaar, J. C. J. Am. Chem. Soc. 1993, 115, 800.
35. Bickelhaupt, F. M. Mass Spectrom. Rev. 2001, 20, 347.
36. Baerends, E. J.; Ellis, D. E.; Ros, P. Chem. Phys. 1973, 2, 41.
37. Fonseca Guerra, C.; Snijders, J. G.; te Velde, G.; Baerends, E. J. Theor. Chem. Acc. 1998, 99, 391.
38. te Velde, G.; Bickelhaupt, F. M.; Baerends, E. J.; Fonseca Guerra, C.; van Gisbergen, S. J. A.; Snijders, J. G.; Ziegler, T. J. Comput. Chem. 2001, 22, 931.
39. Baerends, E. J.; et al. Computer code ADF2002.03; SCM, Theoretical Chemistry, Vrije Universiteit: Amsterdam, The Netherlands, 2002.
40. Vosko, S. H.; Wilk, L.; Nusair, M. Can. J. Phys. 1980, 58, 1200.
41. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
42. Perdew, J. P. Phys. Rev. B 1986, 33, 8822.
43. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
44. Perdew, J. P. In Electronic structure of solids '91; Ziesche, P., Eschrig, H., Eds.; Akademie Verlag: Berlin, 1991.
45. Perdew, J. P.; Wang, Y. Phys. Rev. B 1992, 45, 13244.
46. Perdew, J. P.; Chevary, J. A.; Vosko, S. H.; Jackson, K. A.; Pederson, M. R.; Singh, D. J.; Fiolhais, C. Phys. Rev. B 1992, 46, 6671.
47. Perdew, J. P.; Chevary, J. A.; Vosko, S. H.; Jackson, K. A.; Pederson, M. R.; Singh, D. J.; Fiolhais, C. Phys. Rev. B 1993, 49, 4978(E).
48. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996, 77, 3865.
49. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1997, 78, 1396(E).
50. Zhang, Y.; Yang, W. Phys. Rev. Lett. 1998, 80, 890.
51. Hammer, B.; Hansen, L. B.; Nørkov, J. K. Phys. Rev. B 1999, 59, 7413.
52. Handy, N. C.; Cohen, A. J. Mol. Phys. 2001, 99, 403.
53. van Lenthe, E.; Baerends, E. J.; Snijders, J. G. J. Chem. Phys. 1994, 101, 9783.
54. Visscher, L.; Lee, T. J.; Dyall, K. G. J. Chem. Phys. 1996, 105, 8769.
55. Jensen, H. J. Aa.; Saue, T.; Visscher, L. Computer code DIRAC, release 4.0; Syddansk Universitet: Odense, Denmark, 2004.
56. Dyall, K. G. J. Chem. Phys. 1994, 100, 2118.
57. Visscher, L. Theor. Chem. Acc. 1997, 98, 68.
58. Dunning, Th. H., Jr. J. Chem. Phys. 1989, 90, 1007.
59. Kendall, R. A.; Dunning, Th. H., Jr.; Harrison, R. J. J. Chem. Phys. 1992, 96, 6796.
60. Visscher, L.; Aerts, P. J. C.; Visser, O.; Nieuwpoort, W. C. Int. J. Quantum Chem.: Quantum Chem. Symp. 1991, 25, 131.
61. Ehlers, A. W.; Böhme, M.; Dapprich, S.; Gobbi, A.; Höllwarth, A.; Jonas, V.; Köhler, K. F.; Stegmann, R.; Veldkamp, A.; Frenking, G. Chem. Phys. Lett. 1993, 208, 111.
62. Langhoff, S. R.; Petterson, L. G. M.; Bauschlicher, C. W., Jr. J. Chem. Phys. 1987, 86, 268.
63. Osanai, Y.; Sekiya, M.; Noro, T.; Koga, T. Mol. Phys. 2003, 101, 65.
64. Becke, A. D. J. Chem. Phys. 1988, 88, 1053.
65. Becke, A. D.; Roussel, M. R. Phys. Rev. A 1989, 39, 3761.
66. Filatov, M.; Thiel, W. Mol. Phys. 1997, 91, 847.
67. Hamprecht, F. A.; Cohen, A. J.; Tozer, D. J.; Handy, N. C. J. Chem. Phys. 1998, 109, 6264.
68. Tsuneda, T.; Suzumura, T.; Hirao, K. J. Chem. Phys. 1999, 110, 10664.
69. Boese, A. D.; Doltsinis, N. L.; Handy, N. C.; Sprik, M. J. Chem. Phys. 2000, 112, 1670.
70. Boese, A. D.; Handy, N. C. J. Chem. Phys. 2001, 114, 5497.
71. Proynov, E. I.; Sirois, S.; Salahub, D. R. Int. J. Quantum Chem. 1997, 64, 427.
72. van Voorhis, T.; Scuseria, G. E. J. Chem. Phys. 1998, 109, 400.
73. Krieger, J. B.; Chen, J.; Iafrate, G. J.; Savin, A. In Electron correlation and material properties; Gonis, A., Kioussis, N., Eds.; Plenum: New York, 1999.
74. Perdew, J. P.; Kurth, S.; Zupan, A.; Blaha, P. Phys. Rev. Lett. 1999, 82, 2544.
75. Perdew, J. P.; Kurth, S.; Zupan, A.; Blaha, P. Phys. Rev. Lett. 1999, 82, 5179(E).
76. Proynov, E.; Chermette, H.; Salahub, D. R. J. Chem. Phys. 2000, 113, 10013.
77. Tao, J.; Perdew, J. P.; Staroverov, V. N.; Scuseria, G. E. Phys. Rev. Lett. 2003, 91, 146401.
78. Staroverov, V. N.; Scuseria, G. E.; Tao, J.; Perdew, J. P. J. Chem. Phys. 2003, 119, 12129.
79. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
80. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
81. Cohen, A. J.; Handy, N. C. Mol. Phys. 2001, 99, 607.
82. Xu, X.; Goddard, W. A., III Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 2673.
83. Hertwig, R. H.; Koch, W. Chem. Phys. Lett. 1997, 268, 345.
84. Frenking, G.; Antes, I.; Böhme, M.; Dapprich, S.; Ehlers, A. W.; Jonas, V.; Neuhaus, A.; Otto, M.; Stegmann, R.; Veldkamp, A.; Vyboishchikov, S. F. Pseudopotential calculations of transition metal compounds. In Reviews in Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds.; VCH Publishers Inc.: New York, 1996; Vol. 8, p 63.
85. Cundari, Th. R.; Benson, M. T.; Lutz, M. L. Effective core potential approaches to the chemistry of heavier elements. In Reviews in Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds.; VCH Publishers Inc.: New York, 1996; Vol. 8, p 145.
86. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299.
87. Jonas, V.; Frenking, G.; Reetz, M. T. J. Comput. Chem. 1992, 13, 919.
88. Bickelhaupt, F. M.; Baerends, E. J.; Nibbering, N. M. M. Chem. Eur. J. 1996, 2, 196.
89. Bickelhaupt, F. M. J. Comput. Chem. 1999, 20, 114.
90. NIST Computational Chemistry Comparison and Benchmark Database, NIST Standard Reference Database Number 101, Release 11, May 2005, R. D. Johnson III, Ed.; http://srdata.nist.gov/cccbdb.
91. Wiener, J. J.; Politzer, P. J. Mol. Struct. (THEOCHEM) 1998, 427, 171.