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ISBN: 978-83-60043-10-3 - eurobic9

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Eurobic9, 2-6 September, 2008, Wrocław, Poland<br />

P93. Linkage Isomerism in Complexes of Uracil with cis-(NH3)2Pt 2+<br />

A. Khutia and B. Lippert<br />

Fakultät Chemie, Technische Universität Dortmund, 44227 Dortmund, Germany<br />

e-mail: akhutia@gmail.com<br />

The coordination chemistry of Pt II with the simple nucleobase uracil provides a wealth of binding patterns.<br />

Interest in these patterns relates, among others, to Pt antitumor agents (“platinum pyrimidine blues”[1]) and<br />

supramolecular chemistry (“metallacalix[n]arenes”[2, 3]). The existence of bis(ligand) complexes of a metal<br />

containing two identical ligands bonded to the metal through different sites (“linkage isomers”) is a relatively<br />

rare case in coordination chemistry and relates to basic questions such as their formation, chemical properties of<br />

the individual isomers and their mutual interference respectively.<br />

NH<br />

3<br />

3 1<br />

N NH<br />

_____________________________________________________________________<br />

212<br />

O<br />

H 3N<br />

1<br />

N<br />

Pt<br />

H 3N<br />

1<br />

O<br />

Here we report on cis-(NH3)2Pt(UH-N1)(UH-N3), 1.5H2O (1), a neutral complex containing the two tautomers of<br />

the uracil anion (UH) bonded simultaneously. The compound was synthesized in a stepwise manner from cis-<br />

(NH3)2Pt(UH-N1)Cl and neutral uracil (UH2) at pH = 4-5 in water. The compound has been characterized by 1 H-<br />

NMR spectroscopy (1-D; pD dependence) and elemental analysis. A unique feature of the title compound is the<br />

isotopic exchange of the proton at C5 for deuterium when kept in D2O.<br />

Acknowledgement: A. Khutia thanks the International Max-Planck Research School in Chemical Biology<br />

(IMPRS-CB); Dortmund for a fellowship.<br />

References:<br />

[1] J.P. Davidson, P.J. Faber, R.G. Fischer, Jr., S. Mansy, H.J. Peresie, B. Rosenberg, L. VanCamp, Cancer<br />

Chemother. Rep. Part I, 59, 287 (1975).<br />

[2] H. Rauter, E.C. Hillgeris, A. Erxleben, B. Lippert, J. Am. Chem. Soc., 116, 616 (1994).<br />

[3] E.G. Bardaji, E. Freisinger, B. Costisella, C.A. Schalley, W. Brüning, M. Sabat, B. Lippert, Chem. Eur. J.,<br />

13, 6019 (2007).<br />

O<br />

O

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