Synthesis, structures and some chemical and electrochemical properties of E-1,2-diferrocenyl-3-methylthioprop-2-enone and its ketals |
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Authors: | Tatiana Klimova Berestneva,Marcos Martí nez Garcí a,Simon Herná ndez Ortega,Elena Klimova |
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Affiliation: | a Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C.P. 04510, México D.F., Mexico b Instituto de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C.P. 04510, México D.F., Mexico |
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Abstract: | 2,3-Diferrocenyl-1-methylthiocyclopropenylium iodide reacts with water, metal alkoxides, phenolates and with alcohols in the presence of Et3N to give E-1,2-diferrocenyl-3-methylthioprop-2-enone or its ketals. Their structures were established based on data from 1H and 13C NMR spectroscopy and X-ray diffraction analysis. The mechanistic aspects of these reactions are discussed. Electrochemical properties of 8 and 13b have been studied. The compounds present two oxidation processes (I-II), attributed to the oxidations of the ferrocenes groups, E0′(I), E0′(II), ΔE0′(II-I) and comproportionation constant Kcom are reported. |
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Keywords: | Ferrocene Diferrocenyl(methylthio)cyclopropenilium 3,3-Dimethylthio-cyclopropene 1,2-Diferrocenyl-3-methylthioprop-2-enone Three-membered ring opening |
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