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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
Activation of Aromatic C-C Bonds of 2,2'-Bipyridine Ligands
Sergio Fombona1, Maialen Espinal-Viguri1, Miguel A Huertos1
1Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, C/Julián Clavería, 8., 33006, Oviedo, Spain.
Abstract:
4,4'-Disubstituted-2,2'-bipyridine ligands coordinated to MoII and ReI cationic fragments become dearomatized by an intramolecular nucleophilic attack from a deprotonated N-alkylimidazole ligand in cis disposition. The subsequent protonation of these neutral complexes takes place on a pyridine carbon atom rather than at nitrogen, weakening an aromatic C-C bond and affording a dihydropyridyl moiety. Computational calculations allowed for the rationalization of the formation of the experimentally obtained products over other plausible alternatives.
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