Abstract
Much interest has been devoted to organometallic NLO materials. We have become interested in exploring the utility of ferrocenyl group as the conjugating bridge. Thus, we synthesized 1-{{[1,3-(5-methylbenzo)dithiol]-2-yli- dene}methyl}-1’-[2-(p-nitrophenyl)-(E)-ethenyl]ferrocene (1). This new ferrocenyl compound has a donor and an acceptor group in 1,1’-positions. Investigations of the solvatochromic property of the compound revealed that it has polarized structure in a polar solvent, such as DMF. SHG efficiency of the compound was estimated by an SHEW (second-harmonic generation with the evanescent wave) method.
Highlights
Large second-order hyperpolarizabilities are known to be associated with the structure of molecules that have large differences in dipole moments between ground- and excited-states
SHG efficiency of the compound was estimated by an SHEW method
A typical NLO material consists of an electron-accepting group, a bridge, and an electron-donating group
Summary
Large second-order hyperpolarizabilities are known to be associated with the structure of molecules that have large differences in dipole moments between ground- and excited-states. Metallocene derivatives have been the most thoroughly investigated compounds to date In these compounds, metallocenyl groups are utilized as an effective electron donor. We have become interested in exploring the utility of ferrocenyl group as the conjugating bridge because both aromatic cyclopentadienyl rings in ferrocene interact with iron atom through their π-electron systems [9]. We report the facile synthesis of a novel ferrocenyl derivative 1 (Scheme 2) bearing conjugated electron donating and accepting substituent in 1,1’-positions starting from ferrocenyl dicarbaldehyde 2. Syntheses of such asymmetrical disubstituted ferrocenes have become the focus of some attention [10].
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