Synthesis, X-ray, DFT and photophysical properties of some new ferrocenyl hydrazono thiazolidin-4-ones and their derivatives

• New ferrocenyl hydrazono thiazolidin-4-one derivatives have been synthesised.
• Characterization of new compounds is done by analytical and spectral data.
• X-ray diffraction studies of ferrocenyl hydarazono thiazolidin-4-one are reported.
• Proton and carbon NMR data from DFT studies is compared with experimental results.
• UV/visible absorption, fluorescence and antimicrobial studies are reported.

Cyclocondensation of thiosemicarbazone of 2-acetylferrocene with α-haloacids and α-haloketones afford new ferrocenyl hydrazono thiazolidin-4-ones and ferrocenyl hydrazono thiazoles respectively. Ferrocenyl hydrazono thiazolidin-4-one is easily converted into enamino ketone with N,N-dimethylformamide dimethyl acetal (DMF-DMA). The compounds were characterized by spectroscopic means and the structure of the new ferrocenyl hydrazono thiazolidin-4-one (3a) was determined by means of X-ray crystallography. The photophysical properties of these compounds were studied by means of UV/visible absorption spectroscopy and fluorescence spectroscopy. Density functional theory (DFT) calculations have been carried out with Gaussian 09W using B3LYP density functional method and 6-31G (d) basis set. 1H and 13C Nuclear Magnetic Resonance (NMR) have been calculated and correlated with experimental results. Antimicrobial activity studies of some new compounds have been reported.

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