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Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
Published on: May 28, 2014
Coordination properties of the 1,1'-bis[((6-methyl)-2-pyridyl)amido]ferrocene ligand towards group 11 complexes
Javier E Aguado1, Olga Crespo, M Concepción Gimeno
1Departamento de Química Inorgánica, Instituto de Ciencia de Materiales de Aragón, Universidad de Zaragoza-C.S.I.C., E-50009, Zaragoza, Spain.
Abstract:
The coordination properties of the 1,1'-bis[((6-methyl)-2-pyridyl)amido]ferrocene ligand () towards group 11 and palladium complexes have been studied. coordinates as the bridging ligand, through the pyridinic nitrogen atoms, when reacting with the gold(i) compounds [Au(OTf)(PPh(3))] and [Au(C(6)F(5))(tht)] or with the gold(iii) species [Au(C(6)F(5))(3)(tht)] leading to linear or square planar derivatives, respectively. The reaction of with [O(AuPPh(3))(3)]ClO(4) affords the tetranuclear compound [Au(4)(L-H)(2)(PPh(3))(4)](ClO(4))(2) in which the amide groups have been deprotonated and the ligand acts as dianionic, N,N,N,N-tetradentate. The treatment of the ligand with silver salts leads to mononuclear complexes with the ligand acting as N,N,O or N,N chelating in [AgL]OTf, or [AgL(2)]OTf, or to dinuclear species with an N,N bridging ligand in [Ag(2)(PPh(3))(2)(mu-L)](OTf)(2). Tetracoordination around the copper atom is proposed for the copper complexes [CuL(PPh(3))(2)]PF(6), [CuL]PF(6), or [CuL(2)]PF(6) with the ligand coordinated in an NH,NH,N,N or an N,N chelating fashion. Finally the palladium compound [PtCl(2)L] has been synthesized with a trans-chelating ligand. In the structures of some of these derivatives the presence of secondary interactions such as weak hydrogen bonds of the type C-HO, C-HN or C-HX (X = F, Cl) or even MO interactions leads to supramolecular networks.
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