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DOI: 10.1039/A901459D (Paper) Reference Section for: J. Chem. Soc., Dalton Trans., 1999, 1945-1950

Synthesis of platinum(II) complexes of thymidine and 1-methylthymine (1-MeThy); crystal structure of cis-[PtCl(1-MeThy)(PPh3)2]

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Lorenzo De Napoli, Rosa Iacovino, Anna Messere, Daniela Montesarchio, Gennaro Piccialli, Alessandra Romanelli, Francesco Ruffo and Michele Saviano

Abstract

The reaction of 3′,5′-di-O-acetylthymidine with [Pt(PPh3)4] and KCl yielded a platinum(II) complex where the platinum is co-ordinated to the nucleobase through the N3 atom. In a similar reaction 1-methylthymine (1-MeThy) furnished the complex cis-[PtCl(1-MeThy)(PPh3)2], whose structure was determined by spectroscopic data and single crystal X-ray diffraction. When 1-MeThy was treated with [Pt(PPh3)4] in the absence of chloride ions the complex trans-[Pt(OH)(1-MeThy)(PPh3)2] was obtained.

References

  1. P. Pil and S. J. Lippard, in Encyclopedia of Cancer, Academic Press, New York, 1997, vol. 1, pp. 392–410 Search PubMed; J. Reedjk, Chem. Commun., 1996, 810 Search PubMed.
  2. P. M. Takahara, A. C. Rosenzweig, C. A. Frederich and S. J. Lippard, Nature (London), 1995, 377, 649 CrossRef CAS; S. E. Sherman, D. Gibson, A. H.-J. Wang and S. J. Lippard, Science, 1985, 230, 412 CrossRef CAS; S. E. Sherman and S. J. Lippard, Chem. Rev., 1987, 87, 1153 CrossRef CAS.
  3. B. Lippert, Prog. Inorg. Chem., 1989, 37, 1 CAS.
  4. S. J. Berners-Price and P. J. Sadler, Struct. Bonding (Berlin), 1988, 70, 27 CAS; Coord. Chem. Rev., 1996, 151, 1 Search PubMed.
  5. V. De Felice, G. Piccialli, C. Santacroce and A. Vitagliano, Tetrahedron Lett., 1987, 28, 2757 CrossRef CAS.
  6. (a) B. Longato, B. Corain, G. M. Bonora and G. Pilloni, Inorg. Chim. Acta, 1987, 137, 75 CrossRef CAS; (b) B. Lippert, Inorg. Chim. Acta, 1981, 55, 5 CrossRef CAS; (c) R. Pfab, P. Jandik and B. Lippert, Inorg. Chim. Acta, 1982, 66, 193 CrossRef CAS; (d) N. Margiotta, A. Habtemariam and P. J. Sadler, Angew. Chem., Int. Ed. Engl., 1997, 36, 1185 CrossRef CAS.
  7. D. Neugebauer and B. Lippert, J. Am. Chem. Soc., 1982, 104, 6596 CrossRef CAS; H. Schollhorn, U. Thewalt and B. Lippert, J. Am. Chem. Soc., 1989, 111, 7213 CrossRef.
  8. D. M. Roundhill, Inorg. Chem., 1970, 9, 254 CrossRef CAS; M. Ishikaw and M. Kumada, Chem. Commun., 1969, 567 RSC.
  9. J. Fawcett, W. Henderson, R. D. W. Kemmitt, R. D. Russell and A. Upreti, J. Chem. Soc., Dalton Trans., 1996, 1897 RSC.
  10. O. Renn, B. Lippert, H. Schollhorn and U. Thewalt, Inorg. Chim. Acta, 1990, 167, 123 CrossRef CAS.
  11. G. H. Y. Chu, R. E. Duncan and R. S. Tobias, Inorg. Chem., 1977, 16, 2625 CrossRef CAS.
  12. C. K. Johnson, ORTEP, Report ORNL-5138, Oak Ridge, National Laboratory, Oak Ridge, TN, 1976.
  13. A. Lombardi, O. Maglio, E. Benedetti, B. Di Blasio, M. Saviano, F. Nastri, C. Pedone and V. Pavone, Inorg. Chim. Acta, 1992, 196, 241 CrossRef CAS.
  14. A. Lombardi, O. Maglio, V. Pavone, B. Di Blasio, M. Saviano, F. Nastri, C. Pedone and E. Benedetti, Inorg. Chim. Acta, 1993, 204, 87 CrossRef CAS.
  15. W. Beck, H. Bissinger, M. Girnth-Weller, B. Purucker, G. Thiel, H. Zippel, H. Seidenberg, B. Wappes and H. Schonenberg, Chem. Ber., 1982, 115, 2256 CAS.
  16. E. Ambach, U. Nagel and W. Beck, Chem. Ber., 1983, 116, 695.
  17. A. Altomare, M. C. Burla, M. Camalli, G. Cascarano, C. Giacovazzo, A. Guagliardi, G. G. Moliterni, G. Polidori and R. Spagna, SIR 97, A Program for Automatic Solution and ReWnement of Crystal Structures, University of Bari, 1997.
  18. G. M. Sheldrick, SHELXL 93, Program for Crystal Structure ReWnement, University of Göttingen, 1993.
  19. D. T. Cromer and J. T. Waber, International Tables for X-Ray Crystallography, Kynoch Press, Birmingham, 1974, vol. IV, Table 2.2 B Search PubMed.
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