E. Klimova, T. Klimova, J. M. Mendoza
Jun 1, 2009
Citations
0
Influential Citations
6
Citations
Journal
Inorganica Chimica Acta
Abstract
Abstract A simple method of synthesis of 5-aryl-1-ferrocenylpenta-1,4-dien-3-ones 5a–e is described. It consists of the condensation of 3-ferrocenylmethylidenepentane-2,4-dione with arenecarboxaldehydes in the presence of an aqueous alkali. Electrochemical and optical properties of the obtained ferrocenyl-containing dienones were studied. It was found that a reversible electron transfer Fc/Fc + takes place in all compounds. In addition, a particular redox behavior of the pyridine moiety Py − /Py was detected in the molecule trans -/ trans -1-ferrocenyl-5-p-pyridylpenta-1,4-diene-3-one 5c . The cubic nonlinear behavior of the synthesized compounds was tested in solid state at the wavelength range of 1100–1800 nm (telecommunications window). The third-order nonlinear susceptibility χ (3) (−3ω, ω, ω, ω), measured for polymer films doped with 30 wt.% of aryl(ferrocenyl)penta-1,4-dien-3-ones, was in the range of 1 and 2 × 10 −12 esu. Compounds 5a , 5b, 5d and 5e showed, within the experimental error, very similar values for χ (3) , which means that the phenyl (compound 5a ), the p-methoxyphenyl (p-anisyl) (compound 5b ), the ferrocenyl (compound 5d ), and the p-fluorophenyl (compound 5e ) groups give similar behavior for the third-order nonlinearities independently of the electronic effects of these substituents. On the other hand, the nonlinearities were partially enhanced by three-photon resonance.