Hydrogen-deuterium exchange studies in platinum(II) complexes of 1-methylimidazole

Journal of the American Chemical Society

Volumn 118, Issue 3, 1996, Pages 612-620

  Clement, Omoshile ^a   Roszak, Aleksander W ^a   Buncel, Erwin ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001631062     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja951615c     Document Type: Article

References (63)

1. Metal Ion-Biomolecule Interactions. Part XVIII. For Part XVII, see: Buncel, E.; Clement, O. J. Chem. Soc., Perkin Trans. 2 1995, 1333.
2. Buncel, E.; Clement, O.; Onyido, I. J. Am. Chem. Soc. 1994, 116, 2679.
3. Joly, H. A. Ph.D Thesis, 1987, Queen's University, Kingston, Ontario, Canada.
4. Buncel, E.; Joly, H. A.; Jones, J. R. Can. J. Chem. 1986, 64, 1240.
5. Buncel, E.; Joly, H. A.; Yee, D. C. Can. J. Chem. 1989, 67, 1426.
6. Clement, O. M.Sc Thesis, 1990, Queen's University, Kingston, Ontario, Canada.
7. (a) Buncel, E.; Norris, A. R.; Racz, W. J.; Taylor, S. E. J. Chem. Soc., Chem. Commun. 1979, 562.
8. (b) Buncel, E.; Norris, A. R.; Racz, W. J.; Taylor, S. E. Inorg. Chem. 1981, 20, 98.
9. (c) Buncel, E.; Norris, A. R.; Taylor, S. E. J. Inorg. Biochem. 1981, 15, 131.
10. (d) Norris, A. R.; Taylor, S. E.; Buncel, E. J. Inorg. Biochem. 1982, 16, 279.
11. (e) Norris, A. R.; Kumar, R.; Buncel, E. J. Inorg. Biochem. 1984, 20, 11.
12. (f) Norris, A. R.; Taylor, A. R.; Buncel, E. J. Inorg. Biochem. 1982, 21, 277.
13. (g) Buncel, E.; Boone, C.; Joly, H. A.; Kumar, A.; Norris, A. R. J. Inorg. Biochem. 1985, 25, 61.
14. (h) Buncel, E.; Norris, A. R.; Taylor, S. E.; Racz, W. J. Can. J. Chem. 1982, 60, 3033.
15. (i) Buncel, E.; Kumar, A.; Norris, A. R. J. Inorg. Biochem. 1986, 64, 442.
16. (j) Buncel, E.; Boone, C.; Joly, H. A. Inorg. Chim. Acta 1986, 125, 167.
17. (a) Jones, J. R.; Taylor, S. E. J. Chem. Soc., Perkin Trans. 2 1979, 1773.
18. (b) Jones, J. R.; Taylor, S. E. Chem. Soc. Rev. 1981, 10, 329 and references therein.
19. (c) Jones, J. R.; Taylor, S. E. J. Chem. Soc., Perkin Trans. 2 1979, 1587.
20. (d) Elvidge, J. A.; Jones, J. R.; O'Brien, C. Evans, E. A.; Sheppard, H. C. J. Chem. Soc., Perkin Trans. 2 1974, 174.
21. (e) Elvidge, J. A.; Jones, J. R.; O'Brien, C.; Evans, E. A.; Sheppard, H. C. Adv. Heterocycl. Chem. 1974, 16, 1.
22. (f) Elvidge, J. A.; Jones, J. R.; O'Brien, C.; Evans, E. A.; Sheppard, H. C. J. Chem. Soc. 1974, 174.
23. (a) Buisson, D. H.; Jones, J. R.; Taylor, S. E. J. Chem. Soc., Chem. Commun. 1975, 856.
24. (b) Rowan, N. S.; Storm, C. D.; Rowan, R., III J. Inorg. Biochem. 1981, 14, 59.
25. (c) Brodsky, N. R.; Nguyen, N. M.; Rowan, N. S.; Storm, C. D.; Butcher, R. J.; Sinn, E. Inorg. Chem. 1984, 23, 891.
26. Martin, R. B.; Scheller-Krattiger, V. J. Am. Chem. Soc. 1982, 104, 1078.
27. Burgess, J. Ions in Solution, 1st ed.; Ellis Horwood Ltd.; 1988; pp 74-80.
28. Clement, O.; Li, L.; Buncel, E. Manuscript in preparation.
29. (a) Olofson, R. A.; Landesberg, J. M. J. Am. Chem. Soc. 1966, 88, 4263.
30. (b) Olofson, R. A.; Landesberg, J. M.; Houk, K. N. J. Am. Chem. Soc. 1966, 88, 4265.
31. (c) Olofson, R. A.; Kemp, D. S.; Landesberg, J. M.; Coburn, R. A. Tetrahedron 1970, 26, 685.
32. (a) Pasini, A.; Zunino, F. Angew. Chem., Int. Ed. Engl. 1987, 26, 615.
33. (b) Cleare, M. J.; Hoeschele, J. D. Bioinorg. Chem. 1973, 2, 187.
34. (c) Cleare, M. J. Coord. Chem. Rev. 1974, 12, 349.
35. Carmichael, J. W.; Chan, N.; Cordes, A. W.; Fair, C. K.; Johnson, D. A. Inorg. Chem. 1972, 11, 1117.
36. (a) van Kralingen, C. G.; Reedijk, J. Inorg. Chim. Acta 1978, 30, 171.
37. (b) Graves, B. J.; Hodgson, D. J.; van Kralingen, C. G.; Reedijk, J. Inorg. Chem. 1978, 11, 3007.
38. Johnson, C. K., ORTEPII, Report ORNL-5138; Oak Ridge National Laboratory, Tennessee, 1976.
39. Motherwell, W. D. S.; Clegg, W. PLUTO. Program for Plotting Molecular and Crystal Structures; University of Cambridge: England, 1978.
40. International Tables for Crystallography; Wilson, J. C., Ed.; Kluver Academic Publishers: Dordrecht, Boston, London, 1992; Vol. C, Table 9.6.3.3.
41. Korte, H-J.; Krebs, B.; van Kralingen, C. G.; Marcelis, A. T. M.; Reedijk, J. Inorg. Chim. Acta 1981, 52, 61.
42. Cingi, M. B.; Lanfredi, A. M. M.; Tiripicchio, A.; van Kralingen, C. G.; Reedijk, J. Inorg. Chim. Acta 1980, 39, 265.
43. Some of these contacts could be seen as possible C-H⋯O hydrogen bonds; see Table S6 in the supporting information.
44. Based on 14 compounds retrieved from the Cambridge Structural Database: Allen, F. H.; Kennard, O.; Taylor, R. Acc. Chem. Res. 1983, 16, 146.
45. Wong, J. L.; Keck, J. H., Jr. J. Org. Chem. 1974, 39, 2398.
46. Takeuchi, Y.; Yeh, H. J. C.; Kirk, K. L.; Cohen, L. A. J. Org. Chem. 1978, 43, 3565.
47. Belluco, U. Organometallic and Coordination Chemistry of Platinum; Academic Press: New York, 1974.
48. +-MeIm would reduce the magnitude of the positive charge on nitrogen relative to the proton, which would then lead to a lesser stabilization of the structure formed on deprotonation of C(S)-H relative to C(4)-H. However, since such consideration is expected to make C(4)-H slightly more reactive than C(5)-H, in direct contrast with experimental results, we anticipate that this latter consideration is less important in this case.
49. Cotton, F.; Wilkinson, G. In Advanced Inorganic Chemistry, 5th ed.; Wiley-Intersience: New York, 1988.
50. (a) Johnson, G. L. Inorg. Synth. 1963, 7, 242.
51. (b) Kaufman, G. B.; Cowan, D. O. Inorg. Synth. 1963, 7, 243.
52. (a) Price, J. H.; Williamson, A. N.; Schramm, R. F.; Wayland, B. B. Inorg. Chem. 1972, 11, 1280.
53. (b) Kukushin, N. Russ. J. Inorg. Chem. 168, 13, 836.
54. AS REACT1H-AU - A kinetic program written by Dr. B. K. Hunter and Mrs. Sue Blake, Queen's University, Kingston, Ontario, Canada.
55. Using a pascal program PLOT, written by M. J. Pregel, 1988, Queen's University, Kingston, Ontario, Canada.
56. Covington, A. K.; Robinson, R. A.; Bates, R. A. J. Phys. Chem. 1966, 70, 3820.
57. Glasoe, P. K.; Long, F. A. J. Phys. Chem. 1960, 64, 188.
58. 36
59. Roszak, A. W.; Clement, O.; Buncel, E. Acta Crystallogr., Sect. C, in press.
60. Walker, N.; Stuart, D. Acta. Crystallogr., Sect. A 1983, 39, 158.
61. Sheldrick, G. M., SHELXS86. Program for the Solution of Crystal Structures; University of Göttingen, Germany, 1985.
62. Sheldrick, G. M., SHELXL93. Program for the Refinement of Crystal Structures; University of Gortingen, Germany, 1992.
63. Reference 19, Tables 4.2.6.8 and 6.1.1.4.