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Updated: Sep 25, 2025

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
Published on: March 12, 2015
Ferrocene donor linked to pyridine/pyridinium acceptor via a systematically enlarged π-linker
Jiří Kulhánek1, Milan Klikar1, Oldřich Pytela1
1Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice Studentská 573 Pardubice 53210 Czech Republic filip.bures@upce.cz.
Abstract:
Nine chromophores with ferrocene donor and pyridine/pyridinium acceptors have been prepared and further investigated. The performed X-ray analysis showed partially polarized and geometrically oblate pyridine unit. An extension of the π-system and N-quaternization were revealed as suitable tools for exclusive manipulation of the LUMO with the almost steady HOMO. Whereas the electrochemical HOMO-LUMO gap can be tuned from 3.01 to 1.49 eV, the high- and low-energy absorption bands were found within the range of 280-402/456-547 nm. The pyridinium chromophores showed distinct negative solvatochromism. A thorough DFT analysis has been performed; it turned out that ferrocene donor is capable of two principal D-A interactions, whose employment depends on the appended electron-withdrawing moiety.
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