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- Title
Selenoquinones Stabilized by Ruthenium(II) Arene Complexes: Synthesis, Structure, and Cytotoxicity.
- Authors
Dubarle ‐ Offner , Julien; Clavel, Catherine M.; Gontard , Geoffrey; Dyson, Paul J.; Amouri , Hani
- 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.
- Subjects
RUTHENIUM; NUCLEOPHILIC substitution reactions; OVARIAN cancer; X-ray crystallography; X-ray imaging; NUCLEOPHILIC reactions
- Publication
Chemistry - A European Journal, 2014, Vol 20, Issue 19, p5795
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201304991