Applications Of Ferrocene And Its Derivatives
Ferrocene and its numerous derivatives have no large-scale applications, but have many niche uses that exploit the unusual structure (ligand scaffolds, pharmaceutical candidates), robustness (anti-knock formulations, precursors to materials), and redox (reagents and redox standards).
Fuel additives
Ferrocene and its derivatives are antiknock agents used in the fuel for petrol engines; they are safer than tetraethyllead, previously used. It is possible to buy at Halfords in the UK, a petrol additive solution which contains ferrocene which can be added to unleaded petrol to enable it to be used in vintage cars which were designed to run on leaded petrol. The iron containing deposits formed from ferrocene can form a conductive coating on the spark plug surfaces.
In diesel-fuelled engines, ferrocene reduces the production of soot. Ferrocene is available under multiple brand names, including Ferox.
Pharmaceutical
Some ferrocenium salts exhibit anticancer activity, and an experimental drug has been reported which is a ferrocenyl version of tamoxifen. The idea is that the tamoxifen will bind to the estrogen binding sites, resulting in a cytotoxicity effect.
Materials chemistry
Ferrocene, being readily sublimed, can be used to deposit certain kinds of fullerenes, especially carbon nanotubes. Due to the fact that many organic reactions can be used to modify ferrocenes, it is the case that vinyl ferrocene can be made. The vinyl ferrocene can be made by a Wittig reaction of the aldehyde, a phosphonium salt and sodium hydroxide.The vinyl ferrocene can be converted into a polymer which can be thought of as a ferrocenyl version of polystyrene (the phenyl groups are replaced with ferrocenyl groups).
As a ligand scaffold
Chiral ferrocenyl phosphines are employed as ligands for transition-metal catalyzed reactions. Some of them have found industrial applications in the synthesis of pharmaceuticals and agrochemicals. For example, the diphosphine 1,1'-bis(diphenylphosphino)ferrocene (dppf) is a valuable ligand for palladium-coupling reactions.
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