Role of Sulfur in Influencing Contrasting Reactivity of Acetylene Bonds in 1-Ferrocenyl-4-phenyl-1,3-butadiyne in Cluster Forming Reaction

Abstract

Photolysis of a hexane solution containing Fe(CO) 5, 1-ferrocenyl-4-phenyl-1,3-butadiyne and sulfur powder, under argon at 0 °C led to the formation of [μ 3-η 1:η 2:η 1-{C(Ph)=C(C≡CFc)}(μ 3-S)Fe 3(CO) 9] (1), [μ 3-η 2:η 1-{C(Fc)=C(C≡CPh)}(μ 3-S)Fe 2(CO) 6] (2), [Fe 2(CO) 6{(μ-S) 2C(Fc)=C(C≡CPh)}] (3), and [Fe 2(CO) 6{(μ-SC(O)C(Fc)=C(C≡CPh)S}] (4) featuring new C-C, Fe-C, Fe-Fe and Fe-S bond formations. All new compounds were characterized by IR and 1H and 13C NMR spectroscopy. Structures of 1-3 were established crystallographically. Compound 4 was established by mass, IR, and 1H NMR and 13C NMR spectroscopy. Graphical Abstract: Photolysis of a hexane solution containing Fe(CO) 5, 1-ferrocenyl-4-phenyl-1,3-butadiyne and sulfur powder, under argon at 0 °C led to the formation of [μ 3-η 1:η 2:η 1-{C(Ph)=C(C≡CFc)}(μ 3-S)Fe 3(CO) 9] (1), [μ 3: η 2:η 1-{C(Fc)=C(C≡CPh)}(μ 3-S)Fe 2(CO) 6] (2), [Fe 2(CO) 6{(μ-S) 2C(Fc)=C(C≡CPh)}] (3), and [Fe 2(CO) 6{(μ-SC(O)C(Fc)=C(C≡CPh)S}] (4) featuring new C-C, Fe-C, Fe-Fe and Fe-S bond formations. All new compounds were characterized by IR and 1H and 13C NMR spectroscopy. Structures of 1-3 were established crystallographically. Compound 4 was established by mass, IR and 1H NMR and 13C NMR spectroscopy. © 2012 Springer Science+Business Media, LLC.