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Updated: Jun 26, 2026
Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Mononuclear ferrocenophane structural motifs with two thiourea arms acting as a dual binding site for anions and
Francisco Otón1, Arturo Espinosa, Alberto Tárraga
1Departamento de Química Orgánica, Facultad de Química, Campus de Espinardo, Universidad de Murcia, E-30100 Murcia, Spain.
Abstract:
The synthesis of a new type of mononuclear ferrocenophane-based thiourea, in which the ferrocene moiety is simultaneously attached to two thiourea groups directly from 1,1'-bis(isothiocyanato)ferrocene, is reported. These nitrogen-rich structural motifs show remarkable ion-sensing properties because of the presence of the redox active ferrocene unit and the thiourea bridges, which unexpectedly act as a dual binding site for anions and metal ions. They display a selective downfield shift of the thiourea protons and a remarkable cathodic shift of the ferrocene/ferrocenium redox couple with F(-), AcO(-), H(2)PO(4)(-), and HP(2)O(7)(3-) anions, whereas the selective recognition of Hg(2+) metal cations is achieved either by electrochemical or by spectral measurements. The preferred binding modes are proposed for the most representative complexes by means of density functional theory based theoretical calculations showing the Janus-like faces of the receptor.
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