Coupling Reactions of Ferrocenylacetylene with Mononuclear Metal Carbonyls Fe(CO)<sub>5</sub> and M(CO)<sub>6</sub> (M = Mo, W): Synthesis and Characterization of [Fe(CO)<sub>2</sub>{η<sup>5</sup>-2,5-Fc<sub>2</sub>C<sub>5</sub>H<sub>2</sub>CO}C(Fc)CH], [Fe(CO)<sub>2</sub>{η<sup>2</sup>:η<sup>2</sup>-2,5-Fc<sub>2</sub>C<sub>4</sub>H<sub>2</sub>Fe(CO)<sub>3</sub>}-μ-CO], [Fe(CO)<sub>3</sub>{η<sup>2</sup>:η<sup>2</sup>-2,5-Fc<sub>2</sub>C<sub>4</sub>H<sub>2</sub>CO}], 1,2,4-Triferrocenylbenzene, 2,5-Diferrocenylthiophene, and 2,5-Diferrocenylselenophene
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Thermolysis of a benzene solution containing Fe(CO)5 and ferrocenylacetylene yielded three new compounds: [Fe(CO)2{η5-2,5-Fc2C5H2CO}C(Fc)CH] (1), [Fe(CO)2{η2:η2-2,5-Fc2C4H2Fe(CO)3}-μ-CO] (2), and [Fe(CO)3{η2:η2-2,5-Fc2C4H2CO}] (3). When a benzene solution containing ferrocenylacetylene and M(CO)6 (M = Mo, W) was refluxed, 1,2,4-triferrocenylbenzene (4) was formed. In contrast to the reaction of ferrocenylacetylene with Fe(CO)5, which leads to cyclization with insertion of a CO molecule, in the reaction with M(CO)6 no insertion of CO takes place during cyclization. However, if the reactions with M(CO)6 are carried out in the presence of S8-powder or Se-powder, insertion of these chalcogen atoms during cyclization does take place and 2,5-diferrocenylthiophene (5) and 2,5-diferrocenylselenophene (6) are formed respectively, along with 4. All new compounds were characterized by IR and 1H and 13C NMR spectroscopy. Structures of 1−5 were established by single-crystal X-ray crystallography.
