Selenoquinones Stabilized by Ruthenium(II) Arene Complexes: Synthesis,Structure, and Cytotoxicity |
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| Authors: | Dr. Julien Dubarle‐Offner Catherine M. Clavel Geoffrey Gontard Prof. Paul J. Dyson Dr. Hani Amouri |
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| Affiliation: | 1. Sorbonne Universités, UPMC Univ Paris 06, Université Pierre et Marie Curie, Institut Parisien de Chimie Moléculaire (IPCM) UMR 8232, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33)?1‐44‐27‐38‐41;2. CNRS, Centre National de la Recherche Scientifique, Institut Parisien de Chimie Moléculaire (IPCM) UMR 8232, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33)?1‐44‐27‐38‐41;3. Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Féderale de Lausanne (EPFL), 1015 Lausanne (Switzerland) |
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| Abstract: | A new series of monoselenoquinone and diselenoquinone π complexes, [(η6‐p‐cymene)Ru(η4‐C6R4SeE)] (R=H, E=Se ( 6 ); R=CH3, E=Se ( 7 ); R=H, E=O ( 8 )), as well as selenolate π complexes [(η6‐p‐cymene)Ru(η5‐C6H3R2Se)][SbF6] (R=H ( 9 ); R=CH3 ( 10 )), stabilized by arene ruthenium moieties were prepared in good yields through nucleophilic substitution reactions from dichlorinated‐arene and hydroxymonochlorinated‐arene ruthenium complexes [(η6‐p‐cymene)Ru(C6R4XCl)][SbF6]2 (R=H, X=Cl ( 1 ); R=CH3, X=Cl ( 2 ); R=H, X=OH ( 3 )) as well as the monochlorinated π complexes [(η6‐p‐cymene)Ru(η5‐C6H3R2Cl)][SbF6]2 (R=H ( 4 ); R=CH3 ( 5 )). The X‐ray crystallographic structures of two of the compounds, [(η6‐p‐cymene)Ru(η4‐C6Me4Se2)] ( 7 ) and [(η6‐p‐cymene)Ru(η4‐C6H4SeO)] ( 8 ), were determined. The structures confirm the identity of the target compounds and ascertain the coordination mode of these unprecedented ruthenium π complexes of selenoquinones. Furthermore, these new compounds display relevant cytotoxic properties towards human ovarian cancer cells. |
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| Keywords: | cytotoxicity pi interactions ruthenium sandwich complexes selenoquinones |
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