Research Paper on First Fluorescent Member of the Ferrocifen Family Synthesis, Electrochemical and Fluorescence Properties, and Oxidized Derivatives

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Title: First Fluorescent Member of the Ferrocifen Family Synthesis, Electrochemical and Fluorescence Properties, and Oxidized Derivatives

Abstract: The McMurry cross-coupling method was used to create the first fluorescent ferrociphenol derivative (P797), which was then combined with copper-catalyzed [3 + 2] azide-alkyne cycloaddition of the fluorescent group coumarin. The ferrocene Fe(II) to Fe(III) conversion is attributed to a monoelectronic oxidation wave in the cyclic voltammograms of P797, or a three-electron oxidation process occurs in the presence of a base and results in a Fe(III) quinone methide adduct. This general sequence is in line with the ones previously mentioned for ferrociphenols that are not fluorescent. Furthermore, the redox state of the ferrocene group appears to have a significant impact on the fluorescence characteristics of P797 and its oxidized intermediates. In fact, the intensity of the fluorescence emission is significantly increased by the electrochemical generation of Fe(III) (ferrocenium) states. Contrarily, photoinduced electron transfer (PET) from the Fe(II) donor to the coumarin acceptor and concentration-dependent self-quenching both partially suppress the emission of the Fe(II) (ferrocene) states. Complex P797’s switchable fluorescence characteristics make it potentially a creative and practical tool for researching ferrocifens’ biodistribution and redox state in cancer cells.

Keywords: ferrocene, coumarin, fluorescence switching, PET, redox state

Paper Quality: SCOPUS / Web of Science Level Research Paper

Subject: Chemistry

Writer Experience: 20+ Years

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