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Water-soluble arene ruthenium complexes containing pyridinethiolato ligands: Synthesis, molecular structure, redox properties and anticancer activity of the cations [(?6-arene)Ru(p-SC5H4NH)3]2+
Auteur(s)
Gras, Michael
Stepnicka, Petr
Renfrew, Anna K.
Dyson, Paul J.
Date de parution
2008
In
J. Organomet. Chem.
Vol.
21-22
No
693
De la page
3419
A la page
3424
Résumé
The cationic complexes [(?6-arene)Ru(SC5H4NH)3]2+, arene being C6H6 (1), MeC6H5 (2), p-iPrC6H4Me (3) or C6Me6 (4), have been synthesized from the reaction of 4-pyridinethiol with the corresponding precursor (?6-arene)2Ru2(?2-Cl)2Cl2 and isolated as the chloride salts. The single-crystal x-ray structure of [4](PF6)2 reveals three 4-pyridinethiol moieties coordinated to the ruthenium center through the sulfur atom, with the hydrogen atom transferred from the sulfur to the nitrogen atom. The electrochem. study of 1-4 shows a clear correlation between the Ru(II)/Ru(III) redox potentials and the no. of alkyl substituents at the arene ligand (E°' (RuII/III): 1 > 2 > 3 > 4), whereas the cytotoxicity towards A2780 ovarian cancer cells follows the series 4 > 1 > 3 > 2, the hexamethylbenzene deriv. 4 being the most cytotoxic one. The corresponding reaction of the ortho-isomer, 2-pyridinethiol, with (?6-C6Me6)2Ru2(?2-Cl)2Cl2 does not lead to the expected 2-pyridinethiolato analog, but yields the neutral complex (?6-C6Me6)Ru(?2-SC5H4N)(?1-SC5H4N) (5). The analogous complex (?6-C6Me6)Ru(?2-SC9H6N)-(?1-SC9H6N) (6) is obtained from the similar reaction with 2-quinolinethiol. [on SciFinder(R)]
Identifiants
Type de publication
journal article
