185543-98-0Relevant articles and documents
Synthesis and electrochemical properties of slipped-cofacial porphyrin dimers of ferrocene-functionalized Zn-imidazolyl-porphyrins as potential terminal electron donors in photosynthetic models
Kalita, Dipak,Morisue, Mitsuhiko,Kobuke, Yoshiaki
, p. 77 - 92 (2006)
A systematic series of ferrocene-functionalized Zn-imidazolyl-porphyrins were synthesized to assemble into the slipped-cofacial porphyrin dimers through imidazolyl-to-zinc complementary coordination as artificial photosynthetic models. Direct substitution at the meso position of the porphyrin ring with ferrocence and octamethylferrocene leads to the characteristic electronic structures, while the ferrocene substituents through phenylene-ethenylene and phenylene-ethylene spacers mitigate the electronic communications. Bathochromic shift of Q band, fluorescence quenching, and redox potentials of porphyrin ring are rationalized by the degree of electron-donating ability of the terminal ferrocenes. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.
New soluble bis[nona-, octa-, and pentamethylferrocenes] as molecular wires with a metal-to-metal distance of up to 40 ? #
Hradsky, Andreas,Bildstein, Benno,Schuler, Norbert,Schottenberger, Herwig,Jaitner, Peter,Ongania, Karl-Hans,Wurst, Klaus,Launay, Jean-Pierre
, p. 392 - 402 (2008/10/08)
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 A? and an effective conjugation pathway of up to 50 A?.