Mono- and di-nuclear complexes of (trpy)MII (M = Pd, Pt) with the model nucleobase 1-methylcytosine. Crystal structure and NMR solution studies[hair space]

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Sultan Coşar, Matthias B. L. Janik, Matthias Flock, Eva Freisinger, Etelka Farkas and Bernhard Lippert


Abstract

Reactions of (trpy)MII (M = Pd and Pt; trpy = 2,2′∶6′,2″-terpyridine) with the model nucleobase 1-methylcytosine (Hmcyt) have been performed in water and studied by 1H and 195Pt NMR spectroscopy. Mononuclear [(trpy)M(Hmcyt-N[hair space] 3)]2+1 (M = Pd) and 3 (M = Pt) and dinuclear [{(trpy)M}2(mcyt-N[hair space] 3, N[hair space] 4)]3+2 (M = Pd) and 4 (M = Pt) complexes are formed. The two (trpy)M entities in the dinuclear species 2 and 4 are arranged syn to each other in the solid state. X-Ray crystal structures have been performed for [(trpy)Pd(Hmcyt-N[hair space] 3)][NO3]2·5H2O 1, [{(trpy)Pd}2(mcyt-N[hair space] 3,N[hair space] 4)][ClO4]3·H2O 2b, [(trpy)Pt(Hmcyt-N[hair space] 3)][NO3]2·5H2O 3 and [{(trpy)Pt}2(mcyt-N[hair space] 3,N[hair space] 4)][ClO4]3·H2O 4b. The effect of the M–trpy entity on the resonances of the Hmcyt nucleobase in 1 and 3 (large downfield shifts of H5 and H6) is possibly related to the π-acceptor capacity of the trpy ligand.


References

  1. (a) H.-K. Yip, C.-M. Che, Z.-Y. Zhou and T. C. W. Mak, J. Chem. Soc., Chem. Commun., 1992, 1369 RSC; (b) H.-K. Yip, L.-K. Cheng, K.-K. Cheung and C.-M. Che, J. Chem. Soc., Dalton Trans., 1993, 2933 RSC.
  2. (a) J. A. Bailey, M. G. Hill, R. E. Marsh, V. M. Miskowski, W. P. Schaefer and H. B. Gray, Inorg. Chem., 1995, 34, 4591 CrossRef CAS; (b) J. A. Bailey, V. M. Miskowski and H. B. Gray, Inorg. Chem., 1993, 32, 369 CrossRef CAS.
  3. M. G. Hill, J. A. Bailey, V. M. Miskowski and H. B. Gray, Inorg. Chem., 1996, 35, 4585 CrossRef CAS and refs. cited therein.
  4. R. J. Mureinik and M. Bidani, Inorg. Chim. Acta, 1978, 29, 37 CrossRef CAS.
  5. (a) K. W. Jennette, J. T. Gill, J. A. Sadownick and S. J. Lippard, J. Am. Chem. Soc., 1976, 98, 6159 CrossRef CAS; (b) A. H.-J. Wang, J. Nathans, G. A. van der Marel, J. H. van Boom and A. Rick, Nature, 1978, 276, 471 CAS.
  6. G. Arena, L. Monsú Scolaro, R. F. Pasternack and R. Romeo, Inorg. Chem., 1995, 34, 2994 CrossRef CAS.
  7. (a) H. M. Brothers II and N. M. Kostic, Biochemistry, 1990, 29, 7468 CrossRef; (b) H. M. Brothers II and N. M. Kostic, Inorg. Chem., 1988, 27, 1761 CrossRef CAS.
  8. T. G. Appleton, F. J. Pesch, M. Wienken, S. Menzer and B. Lippert, Inorg. Chem., 1992, 31, 4410 CrossRef CAS.
  9. E. M. A. Ratilla, B. K. Scott, M. S. Moxness and N. M. Kostic, Inorg. Chem., 1990, 29, 918 CrossRef CAS.
  10. A. K. Fazlur-Rahman and J. G. Verkade, Inorg. Chem., 1992, 31, 2064 CrossRef CAS.
  11. C.-C. Cheng and Y.-K. Lu, Chem. Commun., 1998, 253 RSC.
  12. L. Monsú Scolaro, A. Romeo and A. Terracina, Chem. Commun., 1997, 1451 RSC.
  13. M. Howe-Grant, K. C. Wu, W. R. Bauer and S. J. Lippard, Biochemistry, 1976, 15, 4339 CrossRef CAS.
  14. C. S. Peyratout, T. K. Aldridge, D. K. Crites and D. R. McMillin, Inorg. Chem., 1995, 34, 4484 CrossRef CAS.
  15. (a) G. Lowe, J. A. McCloskey, J. Ni and T. Vilaivan, Bioorg. Med. Chem., 1996, 4, 1007 CrossRef CAS; (b) G. Lowe and T. Vilaivan, J. Chem. Soc., Perkin Trans. 1, 1996, 1499 RSC.
  16. A. Kiss, E. Farkas, I. Sóvágó, B. Thormann and B. Lippert, J. Inorg. Biochem., 1997, 68, 85 CrossRef CAS.
  17. G. T. Morgan and F. H. Burstall, J. Chem. Soc., 1932, 20 RSC.
  18. G. Annibale, M. Brandolisio and B. Pitteri, Polyhedron, 1995, 14, 451 CrossRef CAS.
  19. T. J. Kistenmacher, M. Rossi, J. P. Caradonna and L. G. Marzilli, Adv. Mol. Relax. Interact. Processes, 1979, 15, 119 Search PubMed.
  20. NONIUS BV, KappaCCD package, Röntgenweg 1, P.O. Box 811, 2600 AV Delft, Netherlands.
  21. Z. Otwinowsky and W. Minor, DENZO and SCALEPACK, Methods Enzymol., 1997, 276, 307 CrossRef CAS.
  22. G. M. Sheldrick, Acta Crystallogr., Sect. A, 1990, 46, 467 CrossRef.
  23. G. M. Sheldrick, SHELXTL-PLUS (VMS), Siemens Analytical X-Ray Instruments, Inc., Madison, WI, 1990.
  24. G. M. Sheldrick, SHELXL-93, Program for crystal structure reWnement, University of Göttingen, Germany, 1993.
  25. G. M. Sheldrick, SHELXL-97, Program for the ReWnement of Crystal Structures, University of Göttingen, Germany, 1997.
  26. G. M. Intille, C. E. Pfiuger and W. A. Baker, J. Cryst. Mol. Struct., 1973, 3, 47 Search PubMed.
  27. W. Zhang, C. Bensimon and R. J. Crutchley, Inorg. Chem., 1993, 32, 5808 CrossRef CAS.
  28. M. Krumm, I. Mutikainen and B. Lippert, Inorg. Chem., 1991, 30, 884 CrossRef CAS.
  29. B. Lippert, C. J. L. Lock and R. A. Speranzini, Inorg. Chem., 1981, 20, 808 CrossRef CAS.
  30. E. Sinn, C. M. Flynn Jr. and R. B. Martin, Inorg. Chem., 1977, 16, 2403 CrossRef CAS.
  31. M. Rossi and T. J. Kistenmacher, Acta Crystallogr., Sect. B, 1977, 33, 3962 CrossRef.
  32. M. Rossi, J. P. Caradonna, L. G. Marzilli and T. J. Kistenmacher, Adv. Mol. Relax. Interact. Processes, 1979, 15, 103 Search PubMed.
  33. A. Bondy, J. Phys. Chem., 1964, 68, 441 CrossRef CAS.
  34. W. Micklitz, W. S. Sheldrick and B. Lippert, Inorg. Chem., 1990, 29, 211 CrossRef CAS.
  35. J. A. Bailey, V. M. Miskowski and H. B. Gray, Acta Crystallogr., Sect. C, 1993, 49, 793 CrossRef.
  36. J. A. Bailey and H. B. Gray, Acta Crystallogr., Sect. C, 1992, 42, 1420 CrossRef.
  37. E. C. Constable, A. J. Edwards, G. R. Haire, M. J. Hannon and P. R. Raithby, Polyhedron, 1998, 17, 243 CrossRef CAS.
  38. F. P. Pruchnik, F. Robert, Y. Jeannin and S. Jeannin, Inorg. Chem., 1996, 35, 4261 CrossRef CAS.
  39. H. Schöllhorn, R. Beyerle-Pfnür, U. Thewalt and B. Lippert, J. Am. Chem. Soc., 1986, 108, 3680 CrossRef.
  40. L. G. Marzilli, C.-H. Chang, J. P. Caradonna and T. J. Kistenmacher, Adv. Mol. Relax. Interact. Processes, 1979, 15, 85 Search PubMed.
  41. B. Lippert, Gazz. Chim. Ital., 1988, 118, 153 CAS.
  42. J. Müller, E. Zangrando, N. Pahlke, E. Freisinger, L. Randaccio and B. Lippert, Chem. Eur. J., 1998, 3, 397 CrossRef.
  43. C. Mealli, F. Pichierri, L. Randaccio, E. Zangrando, M. Krumm, D. Holthenrich and B. Lippert, Inorg. Chem., 1995, 34, 3418 CrossRef CAS.
  44. F. Pichierri, E. Chiarparin, E. Zangrando, L. Randaccio, D. Holthenrich and B. Lippert, Inorg. Chim. Acta, 1997, 264, 109 CrossRef CAS.
  45. T. V. O'Halloran and S. J. Lippard, Inorg. Chem., 1989, 28, 1289 CrossRef CAS.
  46. F. Pichierri, D. Holthenrich, E. Zangrando, B. Lippert and L. Randaccio, J. Biol. Inorg. Chem., 1996, 1, 439 CrossRef CAS.
  47. J.-P. Charland, M. Simard and A. L. Beauchamp, Inorg. Chim. Acta, 1983, 80, L57 CrossRef CAS.
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