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Ferrocenyl and pyridyl methylenepyrans as potential precursors of organometallic electron-rich extended bipyrans: Synthesis, characterization and crystal structure |
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| Authors: | Fatou Ba Nolwenn Cabon Stéphane Golhen Bertrand Caro |
| Institution: | a Sciences Chimiques U.M.R. CNRS 6226, I.U.T. de Lannion, B.P. 30219, rue Edouard Branly Lannion Cedex, France b Sciences Chimiques U.M.R. CNRS 6226, Université de Rennes1, 263 Avenue du Général Leclerc CS 74205, 35042 Rennes Cedex, France c Laboratoire de Chimie, Electrochimie Moléculaires et Chimie Analytique, U.M.R. CNRS 6521, Université de Bretagne Occidentale, 6 avenue Victor Le Gorgeu CS 93837 29238 Brest Cedex 3, France |
| Abstract: | Ferrocenyl and pyridyl methylenepyrans were obtained from a Wittig reaction between a pyran phosphorane and ferrocenyl or pyridyl-aldehydes. The nucleophilic nature of the exocyclic C-C bond allowed the formylation of these compounds by a Vilsmeier type reaction. All the new products were characterized by IR spectroscopy, 1H and 13C NMR spectroscopy, mass spectroscopy and (or) elemental analysis. Electrochemistry of representative compounds 2, 10 and 13 was undertaken.In addition, a crystal structure of the ferrocenylpyranylidene aldehyde 5 was described, and the pyrylium character of this compound was specified. |
| Keywords: | Ferrocenyl methylenepyrans Pyridyl methylenepyrans Formylation Electron-rich molecules |
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