Towards a rational design of ruthenium CO2 hydrogenation catalysts by ab initio metadynamics

Chemistry - A European Journal

Volumn 13, Issue 24, 2007, Pages 6828-6840

  Urakawa, Atsushi ^a   Iannuzzi, Marcella ^b   Hutter, Jürg ^b   Baiker, Alfons ^a  

^a ETH ZURICH   (Switzerland)

^b UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

Carbon dioxide fixation; Density functional calculations; Hydrogenation; Molecular dynamics; Ruthenium

Indexed keywords

ACTIVATION ENERGY; CARBON DIOXIDE; CATALYSTS; COMPUTER SIMULATION; FREE ENERGY; HYDROGENATION;

AB INITIO METADYNAMICS; CARBON DIOXIDE FIXATION; CONCERTED INSERTION; HYDROGEN TRANSFER; RATE-LIMITING STEPS;

RUTHENIUM;

EID: 34548251818     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200700254     Document Type: Article

References (72)

1. C. Song, Catal. Today 2006, 115, 2-32.
2. I. Omac, Catal. Today 2006, 115, 33-52.
3. Kyoto Protocol to the United Nations Framework Convention on Climate Change. Kyoto, 1997.
4. Climate Change 2001: The Scientific Basis, (Eds.: J. T. Houghton, Y. Ding, D. J. Griggs, M. Noguer. P. J. van der Linden. X. Dai, K. Maskell. C. A. Johnson). Cambridge University Press, Cambridge. 2001.
5. W. Leitner. Coord. Chem. Rev. 1996, 153, 257-284.
6. A. Baiker, Appl. Organomet. Chem. 2000, 14, 751-762.
7. H. Arakawa, M. Aresta, J. N. Armor, M. A. Barteau. E. J. Beckman. A. T. Bell. J. E. Bercaw. C. Creutz. E. Dinjus. D. A. Dixon, K. Domen, D. L. DuBois, J. Eckert. E. Fujita, D. H. Gibson, W. A. Goddard, D. W. Goodman, J. Keller. G. J. Kubas, H. H. Kung. J. E. Lyons. L. E. Manzer, T. J. Marks. K. Morokuma. K. M. Nicholas, R. Periana. L. Que. J. Rostrup-Nielson. W. M. H. Sachtler, L. D. Schmidt, A. Sen. G. A. Somorjai. P. C. Stair. B. R. Stults, W. Tumas, Chem. Rev. 2001, 101, 953-996.
8. M. Aresta, A. Dibenedetto. Catal. Today 2004, 98, 455-462.
9. R G. Jessop, Y. Hsiao. T. Ikariya. R. Noyori. J. Am. Chem. Soc. 1994, 116. 8851-8852.
10. P. G. Jessop. T. Ikariya, R. Noyori. Nature 1994, 368. 231-233.
11. P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065-1069.
12. P. G. Jessop, Y. Hsiao, T. Ikariya. R. Noyori, J. Am. Chem. Soc. 1996, 118, 344-355.
13. O. Kröcher, R. A. Koppel, A. Baiker, Chem. Commun. 1997, 453454.
14. O. Kröcher, R. A. Koppel, A. Baiker, Chimia 1997, 51, 48-51.
15. C. C. Tai, J. Pitts, J. C. Linehan, A. D. Main, P. Munshi. P. G. Jessop. Inorg. Chem. 2002, 41, 1606-1614.
16. C. A. Thomas, R. J. Bonilla, H. Yong, P. G. Jessop, Can. J. Chem. 2001, 79, 719-724.
17. P. Munshi, A. D. Main, J. C. Linehan, C. C. Tai, P. G. Jessop, J. Am. Chem. Soc. 2002, 124, 7963-7971.
18. J. C. Tsai, K. M. Nicholas. J. Am. Chem. Soc. 1992, 114, 5117-5124.
19. Y. Musashi, S. Sakaki, J. Am. Chem. Soc. 2000, 122, 3867-3877.
20. Y. Y. Ohnishi, T. Matsunaga, Y. Nakao, H. Sato. S. Sakaki. J. Am. Chem. Soc. 2005, 127, 4021-4032.
21. A. Urakawa, F. Jutz, G. Laurenczy, A. Baiker. Chem. Eur. J. 2007, 13, 3886-3899.
22. M. K. Whittlesey, R. N. Perutz. M. H. Moore, Organometallics 1996. 15, 5166-5169.
23. A. Laio, M. Parrinello, Proc. Natl. Acad. Sci. U.S.A. 2002, 99. 12562-12566.
24. M. Iannuzzi. A. Laio, M. Parrinello, Phys. Rev. Lett. 2003, 90, 238302.
25. R. Martonak. A. Laio. M. Parrinello. Phys. Rev. Lett. 2003, 90, 075503.
26. A. Stirling, M. Iannuzzi, A. Laio, M. Parrinello, ChemPhysChem 2004, 5, 1558-1568.
27. A. Stirling, M. Iannuzzi, M. Parrinello, F Moinar, V. Bernhart. G. A. Luinstra, Organometallics 2005. 24, 2533-2537.
28. A. R. Oganov, R. Martonak, A. Laio, P. Raiteri. M. Parrinello, Nature 2005, 438, 1142-1144.
29. T. Ikeda, M. Hirata, T Kimura, J. Chem. Phys. 2005, 722, 244507.
30. M. Pagliai, M. Iannuzzi. G. Cardini, M. Parrinello, V. Schettino, ChemPhysChem 2006, 7, 141-147.
31. A. Rodriguez-Fortea. M. Iannuzzi, M. Parrinello, J. Phys. Chem. B 2006, 110. 3477-3484.
32. A. Laio, A. Rodriguez-Fortea, F. L. Gervasio. M. Ceccarelli, M. arrinello. J. Phys. Chem. B 2005, 109, 6714-6721.
33. C. Micheletti. A. Laio, M. Parrinello, Phys. Rev. Lett. 2004, 92, 170601.
34. B. Ensing, A. Laio, M. Parrinello, M. L. Klein, J. Phys. Chem. B 2005, 109, 6676-6687.
35. G. Bussi, A. Laio, M. Parrinello, Phys. Rev. Lett. 2006, 96, 090601.
36. B. Ensing, M. De Vivo. Z. W. Liu. P. Moore, M. L. Klein, Ace. Chem. Res. 2006, 39, 73-81.
37. R. Car, M. Parrinello, Phys. Rev. Lett. 1985, 55, 2471-2474
38. F. L. Gervasio, A. Laio. M. Iannuzzi, M. Parrinello, Chem. Eur. J. 2004, 10, 4846-4852.
39. F. L. Gervasio. A. Laio, M. Parrinello, M. Boero, Phys. Rev. Lett. 2005, 94, 158103.
40. F. L. Gervasio, A. Laio, M. Parrinello, J. Am. Chem. Soc. 2005, 127, 2600-2607.
41. A. Barducci, R. Chelli, P. Procacci, V. Schettino, F. L. Gervasio. M. Parrinello. J. Am. Chem. Soc. 2006, 128, 2705-2710.
42. C. Ceriani, A. Laio, E. Fois, A. Gamba, R. Martonak. M. Parrinello. Phys. Rev. B 2004, 70, 113403.
43. CPMD. Copyright IBM Corp., 1990-2006; Copyright MPI für Festkörperforschung, Stuttgart, 1997 - 2001: http://www.cpmd.org.
44. A. D. Becke, Phys. Rev. A 1988, 38, 3098-3100.
45. J. P. Perdew. Phys. Rev. B 1986, 33, 8822-8824.
46. N. Troullier, J. L. Martins. Phys. Rev. B 1991, 43, 1993-2006.
47. R. W. Hockney, The Potential Calculation and Some Applications, Academic Press, New York, London, 1970. vol. 9.
48. A. D. Becke, J. Chem. Phys. 1993, 98, 5648-5652.
49. J. P. Perdew, Y. Wang, Phys. Rev. B 1992, 45, 13244-13249.
50. Gaussian 03, Revision C.02. M. J. Frisch. G. W. Trucks, H. B. Schlegel, G. E. Scuseria. M. A. Robb. J. R. Cheeseman. J. A. Montgomery. Jr., T. Vreven, K. N. Kudin. J. C. Burant, J. M. Millam, S. S. Iyen-gar. J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota. R. Fukuda, J. Hasegawa. M. Ishida, T. Nakajima, Y. Honda, O. Kitao. H. Nakai, M. Klene, X. Li. J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev. A. J. Austin. R. Cammi. C. Pomelli, J. Ochterski. P. Y. Ayala. K. Morokuma, G. A. Voth. P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick. A. D. Rabuck, K. Raghavachari, J. B. Foresman. J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford. J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox. T. Keith. M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, B. Chen, M.W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 2004.
51. L. D. Field, T.W. Hambley. B. C. K. Yau, Inorg. Chem. 1994, 33, 2009-2017.
52. Field and co-workers reported a higher trans isomer concentration (ca. 7.7%) in toluene at 240 K, see ref. [51].
53. Note that the minimum appearing at d(C-H) = 2.5 Å does not really correspond to a highly probable configuration, but is an effect of the confinement potential set at this distance.
54. F. Weinhold, C. Landis, Valency and Bonding. Cambridge University Press, Cambridge. 2005.
55. The backward reaction (6→5) takes place in the absence of base, which would otherwise extract the dihydrogen-bonded formic acid from the catalyst and promote the reaction by shifting the equilibrium towards 5→6.
56. 2. see A. Vigalok, Y. BenDavid, D. Milstein, Organometallics 1996, 15, 1839-1844;
57. D. M. Heinekey. M. H. Voges, D. M. Barnhart, J. Am. Chem. Soc. 1996, 118, 10792-10802.
58. G. J. Kubas, Metal Dihydrogen and s-Bond Complexes. Kluwer Academic Publishers, New York, 2001.
59. G. J. Kubas, Catal. Lett. 2005, 104, 79-101.
60. C. A. Sandoval, T. Ohkuma, K. Muniz, R. Noyori, J. Am. Chem. Soc. 2003, 125, 13490-13503.
61. S. E. Clapham, A. Hadzovic, R. H. Morris, Coord. Chem. Rev. 2004, 248, 2201-2237.
62. Y Nishibayashi, I. Takei, M. Hidai, Angew. Chem. 1999, 111, 3244-3247;
63. Angew. Chem. Int. Ed. 1999, 38, 3047-3050.
64. I. Takei, Y. Nishibayashi, Y. Ishii, Y. Mizobe, S. Uemura, M. Hidai, J. Organomet. Chem. 2003, 679, 32-42.
65. E. S. Shubina, N. V. Belkova, A. N. Krylov, E. V. Vorontsov, L. M. Epstein, D. G. Gusev, M. Niedermann, H. Berke, J. Am. Chem. Soc. 1996, 118, 1105-1112.
66. E. I. Gutsul, N. V. Belkova, M. S. Sverdlov, L. M. Epstein, E. S. Shubina, V. I. Bakhmutov, T N. Gribanova, R. M. Minyaev, C. Bianchini, M. Peruzzini, F. Zanobini, Chem. Eur. J. 2003, 9, 2219-2228.
67. H. S. Chu, C. P. Lau, K. Y Wong, W. T. Wong, Organometallics 1998, 17, 2768-2777.
68. Y. F. Lam, C. Q. Yin, C. H. Yeung, S. M. Ng, G. C. Jia. C. P. Lau, Organometallics 2002, 27, 1898-1902.
69. M. Jimenez-Tenorio, M. D. Palacios, M. C. Puerta, P. Valerga, Organometallics 2005, 24, 3088-3098.
70. The minimum corresponding to 8 is likely to be owing to the wall potential placed at 0.08 with respect to CN(O). On the other hand, the static DFT approach indicates that complex 8 (Figure 7) is the transition state (see ref. [21]), which confirms the apparent minimum of 8 as an artifact.
71. The enhancement of the instability of 6 may be caused by the wall potential applied to CN(O), which might hinder the formation of a more stable dihydrogen-bonded complex.
72. The relative stabilities of the complexes shown in Scheme 2 cannot be compared as a result of some biases in the stabilities introduced by simulation parameters, such as wall potentials. The potential energies obtained by the static methods can be found in ref. [21].