Abstract

VAZQUEZ LOPEZ, Eduardo Arturo; FLORES-ALAMO, Marcos; MARTINEZ MENDOZA, Juan Manuel  and  KLIMOVA, Elena I.. 4-(4-Nitrobenzyl)pyridine in Reaction with Diferrocenyl(methylthio)cyclopropenylium Iodide. J. Mex. Chem. Soc [online]. 2007, vol.51, n.1, pp.15-19. ISSN 1870-249X.

Diferrocenyl(methylthio)cyclopropenylium iodide reacts with nitro compounds as CH-acids in the presence of triethylamine to yield both products with retention of the three-carbon ring and ring-opening products. Thus, 4-(4-nitrobenzyl)pyridine affords 1,2-diferrocenyl-3,3-dimethylthio- and 1,2-diferrocenyl-3-[(4-nitrophenyl)(4-pyridyl)methylidene]cyclopropenes and acyclic compounds: 2,3-diferrocenyl-1,3,3-tris(methylthio)propene and 2,3- diferrocenyl-1-methylthio-4-(4-nitrophenyl)-4-(4-pyridyl)buta-1,3-diene. 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.

Keywords : Ferrocene; cyclopropenylium iodide; cyclopropenes; diferrocenyl-1,3-butadiene.

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