Electrocatalytic hydrogen evolution at low overpotentials by cobalt macrocyclic glyoxime and tetraimine complexes

Journal of the American Chemical Society

Volumn 129, Issue 29, 2007, Pages 8988-8998

  Hu, Xile ^a   Brunschwig, Bruce S ^a   Peters, Jonas C ^a  

^a CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COBALT COMPLEXES; DIGLYOXIME LIGANDS; REDOX POTENTIALS; TURNOVER NUMBERS;

AMINES; COBALT COMPOUNDS; LIGANDS; REDOX REACTIONS;

ELECTROCATALYSIS;

BROMIDE; COBALT COMPLEX; DEUTERIUM; DIGLYOXIME; GLYOXIME; HYDROGEN; IMINE; LIGAND; MACROCYCLIC COMPOUND; OXIME DERIVATIVE; TETRAIMINE COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; COMPLEX FORMATION; CYCLIC POTENTIOMETRY; ELECTROCHEMISTRY; ELECTROLYSIS; OXIDATION REDUCTION POTENTIAL; OXIDATION REDUCTION REACTION; THERMODYNAMICS;

EID: 34547491906     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja067876b     Document Type: Article

References (65)

1. Gratzel, M. Acc. Chem. Res. 1981, 14, 376-384.
2. Bard, A. J.; Fox, M. A. Acc. Chem. Res. 1995, 28, 141-145.
3. Khaselev, O.; Turner, J. A. Science 1998, 280, 425-427.
4. Khan, S. U. M.; Al-Shahry, M.; Ingler, W. B. Science 2002, 297, 2243-2245.
5. Zou, Z. G.; Ye, J. H.; Sayama, K.; Arakawa, H. Nature 2001, 414, 625-627.
6. Maeda, K.; Teramura, K.; Lu, D. L.; Takata, T.; Saito, N.; Inoue, Y.; Domen, K. Nature 2006, 440, 295-295.
7. Dempsey, J. L.; Esswein, A. J.; Manke, D. R.; Rosenthal, J.; Soper, J. D.; Nocera, D. G. Inorg. Chem. 2005, 44, 6879-6892.
8. Lewis, N. S.; Nocera, D. G. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 15729-15735.
9. US DOE Hydrogen Program: http://www.hydrogen.energy.gov/;
10. "Basic Research Needs for the Hydrogen Economy"; available at http://www.sc.doe.gov/bes/reports/files/NHE_rpt.pdf;
11. Powering the Planet: A Chemical Bonding Center. Website: http://www.caltechmitsolarpower.caltech.edu/.
12. Adams, M. W. W. Biochim. Biophys. Acta 1990, 1020, 115-145.
13. Frey, M. In Structure and Bonding; Hill, H. A. O., Sadler, P. J., Thomson, A. J., Eds; Springer-Verlag: Berlin, New York, 1997; Vol. 90, pp 97-126.
14. Adams, M. W. W.; Stiefel, E. I. Science 1998, 282, 1842-1843.
15. Fontecilla-Camps J. C.; Ragsdale, S. W. In Advances in Inorganic Chemistry; Sykes, A. G., Ed.; Academic Press: 1999; Vol 47, pp 283-333.
16. Peters, J. W.; Lanzilotta, W. N.; Lemon, B. J.; Seefeldt, L. C. Science 1998, 282, 1853-1858.
17. Darensbourg, M. Y.; Lyon, E. J.; Smee, J. J. Coord. Chem. Rev. 2000, 206, 533-561.
18. Tard, C.; Liu, X. M.; Ibrahim, S. K.; Bruschi, M.; De Gioia, L.; Davies, S. C.; Yang, X.; Wang, L. S.; Sawers, G.; Pickett, C. J. Nature 2005, 433, 610-613.
19. Gloaguen, F.; Lawrence, J. D.; Rauchfuss, T. B. J. Am. Chem. Soc. 2001, 123, 9476-9477.
20. Darensbourg, M. Y.; Lyon, E. J.; Zhao, X.; Georgakaki, I. P. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3683-3688.
21. Ott, S.; Kritikos, M.; Akermark, B.; Sun, L. C.; Lomoth, R. Angew. Chem., Int. Ed. 2004, 43, 1006-1009.
22. Fisher, B.; Eisenberg, R. J. Am. Chem. Soc. 1980, 102, 7361-7363.
23. Beley, M.; Collin, J. P.; Ruppert, R.; Sauvage, J. P. J. Chem. Soc., Chem. Commun. 1984, 1315-1316.
24. Collin, J. P.; Jouaiti, A.; Sauvage, J. P. Inorg. Chem. 1988 27, 1986-1990.
25. Efros, L. L.; Thorp, H. H.; Brudvig, G. W.; Crabtree, R. H. Inorg. Chem. 1992, 31, 1722-1724.
26. Koelle, U. New J. Chem. 1992, 16, 157-169.
27. Collman, J. P.; Wagenknecht, P. S.; Lewis, N. S. J. Am. Chem. Soc. 1992, 114, 5665-5673.
28. Grass, V.; Lexa, D.; Saveant, J. M. J. Am. Chem. Soc. 1997, 119, 7526-7532.
29. Collman, J. P.; Ha, Y. Y.; Wagenknecht, P. S.; Lopez, M. A.; Guilard, R. J. Am. Chem. Soc. 1993, 115, 9080-9088.
30. Bhugun, I.; Lexa, D.; Saveant, J. M. J. Am. Chem. Soc. 1996, 118, 3982-3983.
31. Unless otherwise noted, all potentials are referenced against SCE. NHE vs SCE = -0.24 V in aqueous solution; ferrocenium/ferrocene vs SCE = 0.38 V in acetonitrile.
32. Appel, A. M.; DuBois, D. L.; DuBois, M. R. J. Am. Chem. Soc. 2005, 127, 12717-12726.
33. Wilson, A. D.; Newell, R. H.; McNevin, M. J.; Muckerman, J. T.; DuBois, M. R.; DuBois, D. L. J. Am. Chem. Soc. 2006, 128, 358-366.
34. Hu, X. L.; Cossairt, B. M.; Brunschwig, B. S.; Lewis, N. S.; Peters, J. C. Chem. Commun. 2005, 4723-4725.
35. Connolly, P.; Espenson, J. H. Inorg. Chem. 1986, 25, 2684-2688.
36. Artero, V.; Fontecave, M. Coord. Chem. Rev. 2005, 249, 1518-1535;
37. Razavet, M.; Artero, V.; Fontecave, M. Inorg. Chem. 2005, 44, 4786-4795.
38. Tovrog, B. S.; Kitko, D. J.; Drago, R. S. J. Am. Chem. Soc. 1976, 98, 5144-5153.
39. Bard, A. J.; Faulkner, L. R. Electrochemical Methods: Fundamentals and Applications, 2nd ed.; John Wiley & Sons, Inc.: New York, 2001.
40. Andrieux, C. P.; Blocman, C.; Dumasbouchiat, J. M.; Mhalla, F.; Saveant, J. M. J. Electroanal. Chem. 1980, 113, 19-40.
41. Saveant, J. M.; Su, K. B. J. Electroanal. Chem. 1984, 171, 341-349.
42. Tait, A. M.; Busch, D. E. In Inorganic Syntheses; Douglas, B. E., Ed.; Wiley-Interscience: New York, 1978; Vol. XVIII, pp 22-26.
43. Welsh, W. A.; Reynolds, G. J.; Henry, P. M. Inorg. Chem. 1977, 16, 2558-2561.
44. Kildahl, N. K.; Antonopoulos, G. J. Coord. Chem. 1986, 14, 293-307.
45. Eggleston, D. S.; Jackels, S. C. Inorg. Chem. 1980, 19, 1593-1599.
46. a for diethyl ether (as base), which is 0.1. See ref 22.
47. Izutsu, K. Acid-Base Dissociation Constants in Dipolar Aprotic Solvents; Blackwell Scientific Publications: Oxford, 1990.
48. a's in acetonitrile.
49. 2O) as the acid.
50. Bakac, A.; Brynildson, M. E.; Espenson, J. H. Inorg. Chem. 1986, 25, 4108-4114.
51. Shi, S.; Daniels, L. M.; Espenson, J. H. Inorg. Chem. 1991, 30, 3407-3410.
52. Shi, S.; Bakac, A.; Espenson, J. H. Inorg. Chem. 1991, 30, 3410-3414.
53. Felton, G. A. N.; Glass, R. S.; Lichtenberger, D. L.; Evans, D. H. Inorg. Chem. 2006, 45, 9181-9184.
54. 2 couple was observed in acetonitrile, and the potential for this couple corresponds to the true thermodynamic potential for this reaction. It is noted, however, that Parker, V. D., et al. (Acc. Chem. Res. 1993, 26, 287-294)
55. 2 in acetonitrile, based on the junction potential between aqueous and acetonitrile solutions.
56. Connelly, N. G.; Geiger, W. E. Chem. Rev. 1996, 96, 877-910.
57. Kellett, R. M.; Spiro, T. G. Inorg. Chem. 1985, 24, 2373-2377.
58. Rudolph, M. DigiElch 2.0. http://www.digielch.de/.
59. Chao, T. H.; Espenson, J. H. J. Am. Chem. Soc. 1978, 100, 129-133.
60. Baffert, C.; Artero, V.; Fontecave, M. Inorg. Chem. 2007, 46, 1817-1824.
61. Daniele, S.; Ugo, P.; Mazzocchin, G. A.; Bontempelli, G. Anal. Chim. Acta 1985, 173, 141-148.
62. Wayner, D. D. M.; Parker, V. D. Acc. Chem. Res. 1993, 26, 287-294.
63. Ellis, W. W.; Raebiger, J. W.; Curtis, C. J.; Bruno, J. W.; DuBois, D. L. J. Am. Chem. Soc. 2004, 126, 2738-2743.
64. 2 oxidation by 2 to be observed.
65. Bakac, A.; Espenson, J. H. J. Am. Chem. Soc. 1984, 106, 5197-5202.