Methylated ferrocenes are useful building blocks for
novel materials in molecular
electronics with advantageous properties in comparison to normal
ferrocene derivatives. The
presence of nine, eight, or five methyl substituents leads to (i) a
decrease in oxidation
potential, (ii) amplified donor capacity with correspondingly increased
stability of the
ferrocenium salts, and, most significantly, (iii) increased solubility.
A modular synthetic
approach based on standard Wittig chemistry affords π-conjugated
soluble nona-, octa-, and
pentamethylated biferrocenes, bridged by up to five
vinylene−phenylene subunits. These
biferrocenes with spacers are “molecular wires” with a
metal-to-metal distance of up to 40
Å and an effective conjugation pathway of up to 50 Å.
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