Copper(I)-dioxygen reactivity of [(L)CuI]+ (L = tris(2-pyridylmethyl)amine): Kinetic/thermodynamic and spectroscopic studies concerning the formation of Cu-O2 and Cu2-O2 adducts as a function of solvent medium and 4-pyridyl ligand substituent variations

Inorganic Chemistry

Volumn 42, Issue 6, 2003, Pages 1807-1824

  Zhang, Christiana Xin ^a   Kaderli, Susan ^b   Costas, Miguel ^b   Kim, Eun il ^a   Neuhold, Yorck Michael ^b   Karlin, Kenneth D ^a   Zuberbühler, Andreas D ^b  

^a JOHNS HOPKINS UNIVERSITY   (United States)

^b UNIVERSITY OF BASEL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; COPPER COMPLEX; OXYGEN; PYRIDINE DERIVATIVE; TRIS(2 PYRIDYLMETHYL)AMINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; ELECTRIC CONDUCTIVITY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXYGENATION; SPECTROSCOPY; SYNTHESIS; THERMODYNAMICS;

COPPER; ELECTROCHEMISTRY; INDICATORS AND REAGENTS; KINETICS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; NITRILES; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; OXYGEN; PYRIDINES; TEMPERATURE; THERMODYNAMICS;

EID: 0242684420     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic0205684     Document Type: Article

References (111)

1. Kitajima, N.; Moro-oka, Y. Chem. Rev. 1994, 94, 737-757.
2. Karlin, K. D.; Zuberbühler, A. D. In Bioinorganic Catalysis: Second Edition, Revised and Expanded; Reedijk, J., Bouwman, E., Eds.; Marcel Dekker: New York, 1999; pp 469-534.
3. Schindler, S. Eur. J. Inorg. Chem. 2000, 2311-2326.
4. Blackman, A. G.; Tolman, W. B. In Structure & Bonding; Meunier, B., Ed.; Springer-Verlag: Berlin: 2000; Vol. 97; pp 179-211.
5. Suzuki, M.; Furutachi, H.; Okawa, H. Coord. Chem. Rev. 2000, 200-202, 105-129.
6. Que, L., Jr.; Tolman, W. B. Angew. Chem., Int. Chem., Int. Ed. 2002, 41, 1114-1137.
7. Zhang, C. X.; Liang, H.-C.; Humphreys, K. J.; Karlin, K. D. In Advances in Catalytic Activation of Dioxygen by Metal Complexes (Simándi, L. I., Ed.); Catalysis by Metal Complexes, Vol. 26 (James, B. R., van Leeuwen, P. W. N. M., Eds.); Kluwer: Dordrecht, Boston, London, 2003; Chapter 2, pp 79-121.
8. Solomon, E. I.; Sundaram, U. M.; Machonkin, T. E. Chem. Rev. 1996, 96, 2563-2605.
9. Solomon, E. I.; Chen, P.; Metz, M.; Lee, S.-K.; Palmer, A. E. Angew. Chem., Int. Ed. 2001, 40, 4570-4590.
10. Magnus, K. A.; Hazes, B.; Ton-That, H.; Bonaventura, C.; Bonaventura, J.; Hol, W. G. J. Proteins: Struct., Funct., Genet. 1994, 19, 302-309.
11. Cuff, M. E.; Miller, K. I.; van Holde, K. E.; Hendrickson, W. A. J. Mol. Biol. 1998, 278, 855-870.
12. Decker, H.; Dillinger, R.; Tuczek, F. Angew. Chem., Int. Ed. 2000, 39, 1591-1595.
13. Gerdemann, C.; Eicken, C.; Krebs, B. Acc. Chem. Res. 2002, 35, 183-191.
14. Henson, M. J.; Solomon, E. I. Chemtracts-Inorg. Chem. 2000, 13, 97-102.
15. Klinman, J. P. Chem. Rev. 1996, 96, 2541-2561.
16. Blain, I.; Slama, P.; Giorgi, M.; Tron, T.; Reglier, M. Rev. Mol. Biotechnol. 2002, 90, 95-112.
17. Wilmot, C. M.; Hajdu, J.; McPherson, M. J.; Knowles, P. F.; Phillips, S. E. V. Science 1999, 286, 1724-1728.
18. Parsons, M. R.; Convery, M. A.; Wilmot, C. M.; Yadav, K. D. S.; Blakeley, V.; Corner, A. S.; Phillips, S. E. V.; McPherson, M. J.; Knowles, P. F. Structure 1995, 3, 1171-1184.
19. Kumar, V.; Dooley, D. M.; Freeman, H. C.; Guss, J. M.; Harvey, I.; McGuirl, M. A.; Wilce, M. C. J.; Zubak, V. M. Structure 1996, 4, 943-955.
20. Wilce, M. C. J.; Dooley, D. M.; Freeman, H. C.; Guss, J. M.; Matsunami, H.; McIntire, W. S.; Ruggiero, C. E.; Tanizawa, K.; Yamaguchi, H. Biochemistry 1997, 36, 16116-16133.
21. Li, R.; Klinman, J. P.; Mathews, F. S. Structure 1998, 6, 293-307.
22. Hakulinen, N.; Kiiskinen, L.-L.; Kruus, K.; Saloheimo, M.; Paananen, A.; Koivula, A.; Rouvinen, J. Nat. Struct. Biol. 2002, 9, 601-605.
23. Yoshikawa, S.; Shinzawa-Itoh, K.; Nakashima, R.; Yaono, R.; Yamashita, E.; Inoue, N.; Yao, M.; Jei-Fei, M.; Libeu, C. P.; Mizushima, T.; Yamaguchi, H.; Tomizaki, T.; Tsukihara, T. Science 1998, 280, 1723-1729.
24. Jacobson, R. R.; Tyeklár, Z.; Karlin, K. D.; Liu, S.; Zubieta, J. J. Am. Chem. Soc. 1988, 110, 3690-3692.
25. Tyeklár, Z.; Jacobson, R. R.; Wei, N.; Murthy, N. N.; Zubieta, J.; Karlin, K. D. J. Am. Chem. Soc. 1993, 115, 2677-2689.
26. Halfen, J. A.; Young, J., V. G.; Tolman, W. B. J. Am. Chem. Soc. 1996, 118, 10920-10921.
27. Comba, P.; Hilfenhaus, P.; Karlin, K. D. Inorg. Chem. 1997, 36, 2309-2313.
28. 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, 1397-1400.
29. Tolman, W. B. Acc. Chem. Res. 1997, 30, 227-237.
30. Mahadevan, V.; Hou, Z.; Cole, A. P.; Root, D. E.; Lal, T. K.; Solomon, E. I.; Stack, T. D. P. J. Am. Chem. Soc. 1997, 119, 11996-11997.
31. Mahadevan, V.; DuBois, J. L.; Hedman, B.; Hodgson, K. O.; Stack, T. D. P. J. Am. Chem. Soc. 1999, 121, 5583-5584.
32. Mahadevan, V.; Henson, M. J.; Solomon, E. I.; Stack, T. D. P. J. Am. Chem. Soc. 2000, 122, 10249-10250.
33. Itoh, S.; Nakao, H.; Berreau, L. M.; Kondo, T.; Komatsu, M.; Fukuzumi, S. J. Am. Chem. Soc. 1998, 120, 2890-2899.
34. Itoh, S.; Taki, M.; Nakao, H.; Holland, P. L.; Tolman, W. B.; Que, L., Jr.; Fukuzumi, S. Angew. Chem., Int. Ed. 2000, 39, 398-400.
35. Obias, H. V.; Lin, Y.; Murthy, N. N.; Pidcock, E.; Solomon, E. I.; Ralle, M.; Blackburn, N. J.; Neuhold, Y.-M.; Zuberbühler, A. D.; Karlin, K. D. J. Am. Chem. Soc. 1998, 120, 12960-12961.
36. Straub, B. F.; Rominger, F.; Hofmann, P. Chem. Commun. 2000, 1611-1612.
37. Holland, P. L.; Tolman, W. B. Coord. Chem. Rev. 1999, 190-192, 855-869.
38. Fujusawa, K.; Tanaka, M.; Moro-oka, Y.; Kitajima, N. J. Am. Chem. Soc. 1994, 116, 12079-12080.
39. Mahroof-Tahir, M.; Karlin, K. D. J. Am. Chem. Soc. 1992, 114, 7599-7601.
40. Chaudhuri, P.; Hess, H.; Weyhermüller, T.; Wieghardt, K. Angew. Chem., Int. Ed. 1999, 38, 1095-1098.
41. Karlin, K. D.; Cruse, R. W.; Gultneh, Y. J. Chem. Soc., Chem. Commun. 1987, 596-600.
42. Wada, A.; Harata, M.; Hasegawa, K.; Jitsukawa, K.; Masuda, H.; Mukai, M.; Kitagawa, T.; Einaga, H. Angew. Chem., Int. Ed. 1998, 37, 798-799.
43. Karlin, K. D.; Ghosh, P.; Cruse, R. W.; Farooq, A.; Gultneh, Y.; Jacobson, R. R.; Blackburn, N. J.; Strange, R. W.; Zubieta, J. J. Am. Chem. Soc. 1988, 110, 6769-6780.
44. Ohta, T.; Tachiyama, T.; Yoshizawa, K.; Yamabe, T.; Uchida, T.; Kitagawa, T. Inorg. Chem. 2000, 39, 4358-4369.
45. Mahroof-Tahir, M.; Murthy, N. N.; Karlin, K. D.; Blackburn, N. J.; Shaikh, S. N.; Zubieta, J. Inorg. Chem. 1992, 31, 3001-3003.
46. Kitajima, N.; Fujisawa, K.; Moro-oka, Y. Inorg. Chem. 1990, 29, 357-358.
47. Sanyal, I.; Ghosh, P.; Karlin, K. D. Inorg. Chem. 1995, 34, 3050-3056.
48. Ghosh, P.; Tyeklár, Z.; Karlin, K. D.; Jacobson, R. R.; Zubieta, J. J. Am. Chem. Soc. 1987, 109, 6889-6891.
49. Meyer, F.; Pritzkow, H. Angew. Chem., Int. Ed. 2000, 39, 2112-2115.
50. Reim, J.; Werner, R.; Haase, W.; Krebs, B. Chem. Eur. J. 1998, 4, 289-298.
51. H is called TMPA (or tmpa); it is also more commonly referred to as TPA (or tpa).
52. Baldwin, M. J.; Ross, P. K.; Pate, J. E.; Tyeklár, Z.; Karlin, K. D.; Solomon, E. I. J. Am. Chem. Soc. 1991, 113, 8671-8679.
53. Karlin, K. D.; Kaderli, S.; Zuberbühler, A. D. Acc. Chem. Res. 1997, 30, 139-147.
54. Karlin, K. D.; Wei, N.; Jung, B.; Kaderli, S.; Niklaus, P.; Zuberbühler, A. D. J. Am. Chem. Soc. 1993, 115, 9506-9514.
55. Schatz, M.; Becker, M.; Thaler, F.; Hampel, F.; Schindler, S.; Jacobson, R. R.; Tyeklár, Z.; Murthy, N. N.; Ghosh, P.; Chen, Q.; Zubieta, J.; Karlin, K. D. Inorg. Chem. 2001, 40, 2312-2322.
56. Hayashi, H.; Fujinami, S.; Nagatomo, S.; Ogo, S.; Suzuki, M.; Uehara, A.; Watanabe, Y.; Kitagawa, T. J. Am. Chem. Soc. 2000, 122, 2124-2125.
57. Hayashi, H.; Uozumi, K.; Fujinami, S.; Nagatomo, S.; Shiren, K.; Furutachi, H.; Suzuki, M.; Uehara, A.; Kitagawa, T. Chem. Lett. 2002, 416-417.
58. Lee, D.-H.; Wei, N.; Murthy, N. N.; Tyeklár, Z.; Karlin, K. D.; Kaderli, S.; Jung, B.; Zuberbühler, A. D. J. Am. Chem. Soc. 1995, 117, 12498-12513.
59. Karlin, K. D.; Lee, D.-H.; Kaderli, S.; Zuberbühler, A. D. Chem. Commun. 1997, 475-476.
60. Jones, R. D.; Summerville, D. A.; Basolo, F. Chem. Rev. 1979, 79, 139-179.
61. Niederhoffer, E. C.; Timmons, J. H.; Martell, A. E. Chem. Rev. 1984, 84, 137.
62. Warburton, P. R.; Busch, D. H. Perspect. Bioinorg. Chem. 1993, 2, 1-79.
63. Oxygen Complexes and Oxygen Activation by Transition Metals; Martell, A. E., Sawyer, D. T., Ed.; Plenum: New York, 1988.
64. McLendon, G. L.; Martell, A. E. Chem. Commun. 1975, 223.
65. Harris, W. R.; Timmons, J. H.; Martell, A. E. J. Coord. Chem. 1979, 8, 251.
66. Carter, M. J.; Rillema, D. P.; Basolo, F. J. Am. Chem. Soc. 1974, 96, 392-400.
67. Traylor, T. G.; White, D. K.; Campbell, D. H.; Berzinis, A. P. J. Am. Chem. Soc. 1981, 103, 4932-4936.
68. Traylor, T. G.; Traylor, P. S. In Active Oxygen: Active Oxygen in Biochemistry; Valentine, J. S., Foote, C. S., Greenberg, A., Liebman, J. F., Eds.; Chapman & Hall: New York, 1995; pp 84-187.
69. Momenteau, M.; Loock, B.; Lavaletter, D.; Tetreau, C.; Mispelter, J. Chem. Commun. 1983, 962-964.
70. Collman, J. P.; Brauman, J. I.; Doxsee, K. M.; Sessler, J. L.; Morris, R. M.; Gibson, O. H. Inorg. Chem. 1983, 22, 1427-1432.
71. Traylor, T. G.; Traylor, P. S. Annu. Rev. Biophys. Bioeng. 1982, 11, 105-127.
72. Brinigar, W. S.; Chang, C. K.; Geibel, J.; Traylor, T. G. J. Am. Chem. Soc. 1974, 96, 5597-5599.
73. Momenteau, M.; Reed, C. A. Chem. Rev. 1994, 94, 659-698.
74. Nanthakumar, A.; Fox, S.; Murthy, N. N.; Karlin, K. D. J. Am. Chem. Soc. 1997, 119, 3898-3906.
75. 2. Zhang, C. X.; Liang, H.-C.; Kim, E.-i.; Shearer, J.; Helton, M. E.; Kim, E.; Kaderli, S.; Incarvito, C. D.; Zuberbühler, A. D.; Rheingold, A. L.; Karlin, K. D. J. Am. Chem. Soc. 2003, 125, 634-635.
76. Lim, B. S.; Holm, R. H. Inorg. Chem. 1998, 37, 4898-4908.
77. Storhoff, B. N.; Lewis, H. C., Jr. Coord. Chem. Rev. 1977, 23, 1-29.
78. Schofield, K. In Hetero-aromatic Nitrogen Compounds; Butterworths: London, 1967; p 146.
79. Höfle, G.; Steglich, W.; Vorbrüggen, H. Angew. Chem., Int. Ed. Engl. 1978, 17, 569.
80. Rondelez, Y.; Sénèque, O.; Rager, M.-N.; Duprat, A. F.; Reinaud, O. Chem. Eur. J. 2000, 6, 4218-4226.
81. Hirsch, J.; George, S. D.; Solomon, E. I.; Hedman, B.; Hodgson, K. O.; Burstyn, J. N. Inorg. Chem. 2001, 40, 2439-2441.
82. Detailed numerical analysis was not possible for this "parent" system (R = H) because of recurring deviations from ideal behavior expected for reasonably simple mechanistic schemes.
83. For Eyring and/or van't Hoff plots related to data summarized in tables on kinetic and thermodynamic parameters, see Supporting Information.
84. Bakac, A. Prog. Inorg. Chem. 1995, 43, 267-351.
85. Wei, N.; Murthy, N. N.; Chen, Q.; Zubieta, J.; Karlin, K. D. Inorg. Chem. 1994, 33, 1953-1965.
86. Fallab, S.; Mitchell, P. R. Adv. Inorg. Bioinorg. Mech. 1984, 3, 311-377.
87. Rybak-Akimova, E. V.; Otto, W.; Deardorf, P.; Roesner, R.; Busch, D. H. Inorg. Chem. 1997, 36, 2746.
88. Rybak-Akimova, E. V.; Masarwa, M.; Marek, K.; Warburton, P. R.; Busch, D. H. Chem. Commun. 1996, 1451-1452.
89. See Supporting Information.
90. Harris, W. R.; McLendon, G. L.; Martell, A. E.; Bess, R. C.; Mason, M. Inorg. Chem. 1980, 19, 21-26.
91. Kasuga, K.; Iida, Y.; Yamamoto, Y. Inorg. Chim. Acta 1984, 84, 113-116.
92. Zanello, P.; Cini, R.; Cinquantini, A.; Orioli, P. L. J. Chem. Soc., Dalton. Trans. 1983, 2159-2166.
93. Reinaud, O. M.; Yap, G. P. A.; Rheingold, A. L.; Theopold, K. H. Angew. Chem., Int. Ed. Engl. 1995, 34, 2051-2052.
94. Shiren, K.; Ogo, S.; Fujinami, S.; Hayashi, H.; Suzuki, M.; Uehara, A.; Watanabe, Y.; Moro-oka, Y. J. Am. Chem. Soc. 2000, 122, 254-262.
95. Geary, W. J. Coord. Chem. Rev. 1971, 7, 81-122.
96. Sorrell, T. N.; Borovik, A. S. J. Am. Chem. Soc. 1987, 109, 4255-4260.
97. See Supporting Information.
98. Mealli, C.; Arcus, C. A.; Wilkinson, J. L.; Marks, T. J.; Ibers, J. A. J. Am. Chem. Soc. 1976, 98, 711-718.
99. Jacobson, R. R. Ph.D. Thesis, State University of New York at Albany, 1989.
100. Coggin, D. K.; Gonzalez, J. A.; Kook, A. M.; Stanbury, D. M.; Wilson, L. J. Inorg. Chem. 1991, 30, 1115-1125.
101. Carrier, S. M.; Ruggiero, C. E.; Houser, R. P.; Tolman, W. B. Inorg. Chem. 1993, 32, 4889-4899.
102. Hu, Z.; Williams, R. D.; Tran, D.; Spiro, T. G.; Gorun, S. M. J. Am. Chem. Soc. 2000, 122, 3556-3557.
103. Sorrell, T. N.; Pigge, F. C.; White, P. S. Inorg. Chim. Acta 1993, 210, 87-90.
104. Drew, M. G. B.; Lavery, A.; McKee, V.; Nelson, S. M. J. Chem. Soc., Dalton Trans. 1985, 1771-1774.
105. Gagne, R. R.; Kreh, R. P.; Dodge, J. A.; Marsh, R. E.; McCool, M. Inorg. Chem. 1982, 21, 254-261.
106. Singh, K.; Long, J. R.; Stavropoulos, P. Inorg. Chem. 1998, 37, 1073-1079.
107. Lee, S. W.; Trogler, W. C. Inorg. Chem. 1990, 29, 1659-1662.
108. Wei, N.; Murthy, N. N.; Tyeklár, Z.; Karlin, K. D. Inorg. Chem. 1994, 33, 1177-1183.
109. Bonnefous, C.; Bellec, N.; Thummel, R. P. Chem. Commun. 1999, 1243-1244.
110. Mahroof-Tahir, M. Thesis, The Johns Hopkins University, 1992.
111. Wei, N. Ph.D. Thesis, State University of New York at Albany, 1994.