Dioxygen activation at a single copper site: Structure, bonding, and mechanism of formation of 1:1 Cu-O2 adducts

Journal of the American Chemical Society

Volumn 126, Issue 51, 2004, Pages 16896-16911

  Aboelella, Nermeen W ^a   Kryatov, Sergey V ^b   Gherman, Benjamin F ^a   Brennessel, William W ^a   Young Jr , Victor G ^a   Sarangi, Ritimukta ^c   Rybak Akimova, Elena V ^b   Hodgson, Keith O ^c,d   Hedman, Britt ^d   Solomon, Edward I ^c   Cramer, Christopher J ^a   Tolman, William B ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

^b TUFTS UNIVERSITY   (United States)

^c STANFORD UNIVERSITY   (United States)

^d SLAC NATIONAL ACCELERATOR LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ABSORPTION SPECTROSCOPY; ACTIVATION ANALYSIS; BONDING; CRYOGENICS; PARAMETER ESTIMATION; SYNCHROTRON RADIATION; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

ADDUCTS; CATALYTIC SYSTEMS; DIOXYGEN; OXYGENATION;

COPPER;

COPPER; OXYGEN;

ABSORPTION SPECTROSCOPY; ARTICLE; CALCULATION; CATALYSIS; FLOW KINETICS; HYDROGEN BOND; METAL BINDING; MOLECULAR DYNAMICS; OXYGENATION; ROENTGEN SPECTROSCOPY; SOLVOLYSIS; THEORETICAL STUDY; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION;

BINDING SITES; COPPER; CRYSTALLOGRAPHY, X-RAY; KINETICS; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; OXYGEN; SPECTROMETRY, X-RAY EMISSION; SPECTROPHOTOMETRY, ULTRAVIOLET; THERMODYNAMICS;

EID: 19944427494     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja045678j     Document Type: Article

References (117)

1. Solomon, E. I.; Chen, P.; Metz, M.; Lee, S.-K.; Palmer, A. E. Angew. Chem., Int. Ed. 2001, 40, 4570.
2. Klinman, J. P. Chem. Rev. 1996, 96, 2541.
3. For a recent example, see: Markó, I. E.; Gautier, A.; Dumeunier, R.; Doda, K.; Philippart, F.; Brown, S. M.; Urch, C. J. Angew. Chem., Int. Ed. 2004, 43, 1588.
4. Halcrow, M. A. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 395-436.
5. Stewart, L. C.; Klinman, J. P. Annu. Rev. Biochem. 1988, 57, 551.
6. Prigge, S. T.; Mains, R. E.; Eipper, B. A.; Amzel, L. M. Cell. Mol. Life Sci. 2000, 57, 1236.
7. Prigge, S. T.; Kolhekar, A. S.; Eipper, B. A.; Mains, R. E.; Amzel, L. M. Science 1997, 278, 1300.
8. (b) Prigge, S. T.; Kolhekar, A. S.; Eipper, B. A.; Mains, R. E.; Amzel, L. M. Nat. Struct. Biol. 1999, 6, 976.
9. (c) Prigge, S. T.; Eipper, B. A.; Mains, R. E.; Amzel, L. M. Science 2004, 304, 864.
10. Boswell, J. S.; Reddy, B. J.; Kulathila, R.; Merkler, D.; Blackburn, N. J. Biochemistry 1996, 35, 12241.
11. (b) Blackburn, N. J.; Rhames, F. C.; Ralle, M.; Jaron, S. J. Biol. Inorg. Chem 2000, 5, 341.
12. (c) Jaron, S.; Blackburn, N. J. Biochemistry 2001, 40, 6867.
13. (d) Rhames, F. C.; Murthy, N. N.; Karlin, K. D.; Blackburn, N. J. J. Biol. Inorg. Chem. 2001, 6, 567.
14. (e) Jaron, S.; Mains, R. E.; Eipper, B. A.; Blackburn, N. J. Biochemistry 2002, 41, 13274.
15. Tian, G.; Berry, J. A.; Klinman, J. P. Biochemistry 1994, 33, 226.
16. (b) Francisco, W. A.; Merkler, D. J.; Blackburn, N. J.; Klinman, J. P. Biochemistry 1998, 37, 8244.
17. (c) Francisco, W. A.; Knapp, M. J.; Blackburn, N. J.; Klinman, J. P. J. Am. Chem. Soc. 2002, 124, 8194.
18. (d) Francisco, W. A.; Blackburn, N. J.; Klinman, J. P. Biochemistry 2003, 42, 1813.
19. (e) Evans, J. P.; Ahn, K.; Klinman, J. P. J. Biol. Chem. 2003, 278, 49691.
20. Chen, P.; Solomon, E. I. J. Am. Chem. Soc. 2004, 126, 4991.
21. Chen, P.; Bell, J.; Eipper, B. A.; Solomon, E. I. Biochemistry 2004, 43, 5735.
22. Halcrow, M.; Phillips, S.; Knowles, P. In Subcellular Biochemistry, Vol. 35: Enzyme-Catalyzed Electron and Radical Transfer; Holzenburg, A., Scrutton, N. S., Eds.; Plenum: New York, 2000; pp 183-231.
23. Klinman, J. P. J. Biol. Inorg. Chem. 2001, 6, 1.
24. Whittaker, J. W. Chem. Rev. 2003, 103, 2347.
25. Dooley, D. M. J. Biol. Inorg. Chem. 1999, 4, 1.
26. (b) Rogers, M. S.; Baron, A. J.; McPherson, M. J.; Knowles, P. F.; Dooley, D. M. J. Am. Chem. Soc. 2000, 122, 990.
27. (c) Firbank, S. J.; Rogers, M. S.; Wilmot, C. M.; Dooley, D. M.; Halcrow, M. A.; Knowles, P. F.; McPherson, M. J. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 12932.
28. Wilmot, C. M.; Hajdu, J.; Mcpherson, M. J.; Knowles, P. P.; Phillips, S. E. V. Science 1999, 286, 1724.
29. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
30. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
31. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
32. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
33. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
34. For selected recent reviews, see: (a) Mirica, L. M.; Ottensaelder, X.; Stack, T. D. P. Chem. Rev. 2004, 104, 1013. (b) Lewis, E. A.; Tolman, W. B. Chem. Rev. 2004, 104, 1047. (c) Itoh, S. In Comprehensive Coordination Chemistry II; McCleverty, J. A., Meyer, T. J., Eds.; Elsevier: Amsterdam, 2004; Vol. 8, pp 369-393. (d) Stack, T. D. P. Dalton Trans. 2003, 1881. (e) Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Ed. 2002, 41, 1114. (f) Kopf, M.-A.; Karlin, K. D. In Biomimetic Oxidations Catalyzed by Transition Metal Complexes; Meunier, B., Ed.; Imperial College Press: London, 2000; pp 309-362.
35. Fujisawa, K.; Tanaka, M.; Moro-oka, Y.; Kitajima, N. J. Am. Chem. Soc. 1994, 116, 12079.
36. Chen, P.; Root, D. E.; Campochiaro, C.; Fujisawa, K.; Solomon, E. I. J. Am. Chem. Soc. 2003, 125, 466.
37. Chaudhuri, P.; Hess, M.; Weyhermüller, T.; Wieghardt, K. Angew. Chem., Int. Ed. 1999, 38, 1095.
38. Jazdzewski, B. A.; Reynolds, A. M.; Holland, P. L.; Young, V. G., Jr.; Kaderli, S.; ZuberbÜhler, A. D.; Tolman, W. B. J. Biol. Inorg. Chem. 2003, 8, 381.
39. Komiyama, K.; Furutachi, H.; Nagatomo, S.; Hashimoto, A.; Hayashi, H.; Fujinami, S.; Suzuki, M.; Kitagawa, T. Bull. Chem. Soc. jpn. 2004, 77, 59.
40. (b) Weitzer, M.; Schindler, S.; Brehm, G.; Schneider, S.; Hörmann, E.; Jung, B.; Kaderli, S.; Zuberbühler, A. D. Inorg. Chem. 2003, 42, 1800.
41. Fujisawa, K.; Kobayashi, T.; Kitajima, N.; Moro-oka, Y. J. Am. Chem. Soc. 1996, 118, 1.
42. (b) Kitajima, N.; Katayama, T.; Fujisawa, K.; Iwata, Y.; Moro-oka, Y. J. Am. Chem. Soc. 1993, 115, 7872.
43. (c) Sanyal, I.; Ghosh, P.; Karlin, K. Inorg. Chem. 1995, 34, 3050.
44. (d) Chen, P.; Fujisawa, K.; Solomon, E. I. J. Am. Chem. Soc. 2000, 122, 10177.
45. (e) Wada, A.; Harata, M.; Hasegawa, K.; Jitsukawa, K.; Masuda, H.; Mukai, M.; Kitagawa, T.; Einaga, H. Angew. Chem., Int. Ed. 1998, 37, 798.
46. (f) Kodera, M.; Kita, T.; Miura, I.; Nakayama, N.; Kawata, T.; Kano, K.; Hirota, S. J. Am. Chem. Soc. 2001, 123, 7715.
47. (g) Yamaguchi, S.; Nagatomo, S.; Kitagawa, T.; Funahashi, Y.; Ozawa, T.; Jitsukawa, K.; Masuda, H. Inorg. Chem. 2003, 42, 6968.
48. (h) Fujii, T.; Naito, A.; Yamaguchi, S.; Wada, A.; Funahashi, Y.; Jitsukawa, K.; Nagatomo, S.; Kitagawa, T.; Masuda, H. Chem. Commun. 2003, 2700.
49. Karlin, K. D.; Tolman, W. B.; Kaderli, S.; Zuberbühler, A. D. J. Mol. Catal. A 1997, 117, 215.
50. Schindler, S. Eur. J. Inorg. Chem. 2000, 2311.
51. 2 adduct supported by BQPA (a bis(quinolyl) derivative of TMPA) that has been revised (2:1 species are involved instead), see: (a) Karlin, K. D.; Wei, N.; Jung, B.; Kaderli, S.; Niklaus, P.; Zuberbühler, A. D. J. Am. Chem. Soc. 1993, 115, 9506. (b) Wick, P. K.; Karlin, K. D.; Suzuki, M.; Zuberbühler, A. D. Micron 2004, 35, 137.
52. 2 adduct supported by BQPA (a bis(quinolyl) derivative of TMPA) that has been revised (2:1 species are involved instead), see: (a) Karlin, K. D.; Wei, N.; Jung, B.; Kaderli, S.; Niklaus, P.; Zuberbühler, A. D. J. Am. Chem. Soc. 1993, 115, 9506. (b) Wick, P. K.; Karlin, K. D.; Suzuki, M.; Zuberbühler, A. D. Micron 2004, 35, 137.
53. Zhang, C. X.; Kaderli, S.; Costas, M.; Kim, E.; Neuhold, Y.-M.; Karlin, K. D.; Zuberbühler, A. D. Inorg. Chem. 2003, 42, 1807.
54. Fry, H. C.; Scaltrito, D. V.; Karlin, K. D.; Meyer, G. J. J. Am. Chem. Soc. 2003, 125, 11866.
55. Spencer, D. J. E.; Reynolds, A. M.; Holland, P. L.; Jazdzewski, B. A.; Duboc-Toia, C.; Pape, L. L.; Yokota, S.; Tachi, Y.; Itoh, S.; Tolman, W. B. Inorg. Chem. 2002, 41, 6307.
56. Spencer, D. J. E.; Aboelella, N. W.; Reynolds, A. M.; Holland, P. L.; Tolman, W. B. J. Am. Chem. Soc. 2002, 124, 2108.
57. Aboelella, N. W.; Lewis, E. A.; Reynolds, A. M.; Brennessel, W. W.; Cramer, C. J.; Tolman, W. B. J. Am. Chem. Soc. 2002, 124, 10660.
58. Cramer, C. J.; Tolman, W. B.; Theopold, K. H.; Rheingold, A. L. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3635.
59. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Moliterni, G. G.; Polidori, R.; Spagna, R. J. Appl. Crystallogr. 1998, 119, 115.
60. SHELXTL-Plus, version 6.10; Bruker Analytical X-ray Systems: Madison, WI.
61. Spek, A. L. Acta Crystallogr. 1990, A46, C34.
62. (b) Spek, A. L. PLATON, A Multipurpose Crystallographic Tool; Utrecht University: Utrecht, The Netherlands, 2000.
63. For an empirical correction for absorption anisotropy, see: Blessing, R. Acta Crystallogr. 1995, A51, 33-38.
64. SAINT, version 6.35A; Bruker Analytical X-ray Systems: Madison, WI.
65. Mustre de Leon, J.; Rehr, J. J.; Zabinsky, S. I.; Albers, R. C. Phys. Rev. B 1991, 44, 4146.
66. Rehr, J. J.; Mustre de Leon, J.; Zabinsky, S. I.; Albers, R. C. J. Am. Chem. Soc. 1991, 113, 5135.
67. Battino, R. Oxygen and Ozone; Battino, R., Ed.; Pergamon Press: New York, 1981; Vol. 7.
68. Skoog, D. A.; Leary, J. J. Principles of Instrumental Analysis, 4th ed.; Saunders: Fort Worth, TX, 1992.
69. Gherman, B. F.; Cramer, C. J. Inorg. Chem. 2004, 43, 7281.
70. Johnson, B. G.; Gill, P. M. W.; Pople, J. A. J. Chem. Phys. 1993, 98, 5612.
71. Becke, A. D. J. Chem. Phys. 1993, 98, 1372.
72. Lee, C. T.; Yang, W. T.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
73. Jaguar 5.0; Schrodinger, LLC: Portland, OR, 2002.
74. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270.
75. Wadt, W. R.; Hay, P. J. J. Chem. Phys. 1985, 82, 284.
76. Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299.
77. Peng, C. Y.; Schlegel, H. B. Isr. J. Chem. 1993, 33, 449.
78. Bauschlicher, C. W.; Partridge, H. J. Chem. Phys. 1995, 103, 1788.
79. Marten, B.; Kim, K.; Cortis, C.; Friesner, R. A.; Murphy, R. B.; Ringnalda, M. N.; Sitkoff, D.; Honig, B. J. Phys. Chem. 1996, 100, 11775.
80. Tannor, D. J.; Marten, B.; Murphy, R. B.; Friesner, R. A.; Sitkoff, D.; Nicholls, A.; Ringnalda, M. N.; Goddard, W. A., III.; Honig, B. J. Am. Chem. Soc. 1994, 116, 11875.
81. Lide, D. R. Handbook of Chemistry and Physics, 84th ed.; CRC Press: Boca Raton, FL, 2003.
82. 2.
83. Cramer, C. J. Essentials of Computational Chemistry, 2nd ed.; John Wiley & Sons: Chichester, 2004.
84. Carvajal, C.; Tolle, K. J.; Smid, J.; Szwarc, M. J. Am. Chem. Soc. 1965, 87, 5548.
85. Metz, D. J.; Glines, A. J. Phys. Chem. 1967, 71, 1158.
86. Andersson, K.; Malmqvist, P. A.; Roos, B. O. J. Chem. Phys. 1992, 96, 1218.
87. Karlstrom, G.; Lindh, R.; Malmqvist, P. A.; Roos, B. O.; Ryde, U.; Veryazov, V.; Widmark, P. O.; Cossi, M.; Schimmelpfennig, B.; Neogrady, P.; Seijo, L. Comput. Mater. Sci. 2003, 28, 222.
88. This assumption is supported by the CASPT2 calculations on the triplets, which show that their multideterminantal wave functions are dominated by a single configuration with a weight of approximately 0.95, with any other contributors having weights <0.015.
89. DuBois, J. L.; Mukherjee, P.; Collier, A. M.; Mayer, J. M.; Solomon, E. I.; Hedman, B.; Stack, T. D. P.; Hodgson, K. O. J. Am. Chem. Soc. 1997, 119, 8578.
90. (b) DuBois, J. L.; Mukherjee, P.; Stack, T. D. P.; Hedman, B.; Solomon, E. I.; Hodgson, K. O. J. Am. Chem. Soc. 2000, 122, 5775.
91. Kau, L.-S.; Spira-Solomon, D. J.; Penner-Hahn, J. E.; Hodgson, K. O.; Solomon, E. I. J. Am. Chem. Soc. 1987, 109, 6433.
92. Wilkins, R. G. Kinetics and Mechanism of Reactions of Transition Metal Complexes, 2nd ed.; VCH: Weinheim, Germany, 1991; pp 232-243 and references therein.
93. 2 refers to the rate-determining oxygenation step.
94. Unless otherwise indicated, enthalpies, entropies, and free energies pertain to 298 K and gas-phase values.
95. 2 moiety closer to and farther from the Cu center, respectively.
96. The validity of this continuum has been questioned recently, but in more recent work, the arguments presented in this critique have been refuted (ref 42): Pantazis, D. A.; McGrady, J. E. Inorg. Chem. 2003, 42, 7734.
97. 0) values: (a) Brown, I. D.; Altermatt, D. Acta Crystaltogr. 1985, B41, 240 and 244. (b) Thorp, H. H. Inorg. Chem. 1992, 31, 1585. (c) Hati, S.; Datta, D. J. Chem. Soc., Dalton Trans. 1995, 1177. (d) Liu, W.; Thorp, H. H. Inorg. Chem. 1993, 32, 4102.
98. 0) values: (a) Brown, I. D.; Altermatt, D. Acta Crystaltogr. 1985, B41, 240 and 244. (b) Thorp, H. H. Inorg. Chem. 1992, 31, 1585. (c) Hati, S.; Datta, D. J. Chem. Soc., Dalton Trans. 1995, 1177. (d) Liu, W.; Thorp, H. H. Inorg. Chem. 1993, 32, 4102.
99. 0) values: (a) Brown, I. D.; Altermatt, D. Acta Crystaltogr. 1985, B41, 240 and 244. (b) Thorp, H. H. Inorg. Chem. 1992, 31, 1585. (c) Hati, S.; Datta, D. J. Chem. Soc., Dalton Trans. 1995, 1177. (d) Liu, W.; Thorp, H. H. Inorg. Chem. 1993, 32, 4102.
100. 0) values: (a) Brown, I. D.; Altermatt, D. Acta Crystaltogr. 1985, B41, 240 and 244. (b) Thorp, H. H. Inorg. Chem. 1992, 31, 1585. (c) Hati, S.; Datta, D. J. Chem. Soc., Dalton Trans. 1995, 1177. (d) Liu, W.; Thorp, H. H. Inorg. Chem. 1993, 32, 4102.
101. Fujita, K.; Schenker, R.; Gu, W.; Brunold, T. C.; Cramer, S. P.; Riordan, C. G. Inorg. Chem. 2004, 43, 3324.
102. Becker, M.; Schindler, S.; van Eldik, R. Inorg. Chem. 1994, 33, 5370.
103. Karlin, K. D.; Kaderli, S.; Zuberbühler, A. D. Acc. Chem. Res. 1997, 30, 1399.
104. Liang, H.-C.; Karlin, K. D.; Dyson, R.; Kaderli, S.; Jung, B.; Zuberbühler, A. D. Inorg. Chem. 2000, 39, 5884.
105. Halfen, J. A.; Mahapatra, S.; Wilkinson, E. C.; Kaderli, S.; Young, V. G., Jr.; Que, L., Jr.; Zuberbühler, A. D.; Tolman, W. B. Science 1996, 271, 1397.
106. Rybak-Akimova, E. V.; Marek, K.; Masarwa, M.; Busch, D. H. Inorg. Chim. Acta 1998, 270, 151.
107. Kryatov, S. V.; Rybak-Akimova, E. V.; MacMurdo, V. L.; Que, L., Jr. Inorg. Chem. 2001, 40, 2220.
108. Karlin, K. D.; Nasir, M. S.; Cohen, B. I.; Cruse, R. W.; Kaderli, S.; Zuberbühler, A. D. J. Am. Chem. Soc. 1994, 116, 1324.
109. Lee, D.-H.; Wei, N.; Murthy, N. N.; Tyeklar, Z.; Karlin, K. D.; Kaderli, S.; Jung, B.; Zuberbühler, A. D. J. Am. Chem. Soc. 1995, 117, 12498.
110. Arce, J. A.; Spodine, E.; Zamudio, W. J. Inorg. Nucl. Chem. 1976, 38, 2029.
111. Momenteau, M.; Reed, C. A. Chem. Rev. 1994, 94, 659.
112. Momenteau, M.; Loock, B.; Lavalette, D.; Tétreau, C.; Mispelter, J. J. Chem. Soc., Chem. Commun. 1983, 962.
113. (b) Traylor, T. G.; Traylor, P. S. Annu. Rev. Biophys. Bioeng. 1982, 11, 105.
114. Collman, J. P.; Brauman, J. I.; Doxsee, K. M.; Sessler, J. L.; Morris, R. M.; Gibson, Q. H. Inorg. Chem. 1983, 22, 1427.
115. Aboelella, N. W.; York, J. T.; Reynolds, A. M.; Fujita, K.; Kinsinger, C. R.; Cramer, C. J.; Riordan, C. G.; Tolman, W. B. Chem. Commun. 2004, 1716.
116. (a) Silaghi-Dumitrescu, R. J. Biol. Inorg. Chem. 2004, 9, 471.
117. (b) Johansson, M. P.; Blomberg, M. R. A.; Sundholm, D.; Wikström, M. Biochim. Biophys. Acta 2003, 1553, 183.