Abstract

Tetraferrocenyl-[3]-cumulene (tetraferrocenylbutatriene) is synthesized from tetraferrocenyl-methoxy-hydroxy-butyne by reduction with stannous chloride. Other reducing agents, including iron carbonyls, samarium(II) iodide, low-valent titanium, and trimethylchlorosilane/zinc, failed or gave inferior results. With the McMurry reagent the reduction goes further and tetraferrocenylbutadiene is obtained. The title compound is an electron-rich cumulene, as shown by cyclic voltammetry. Due to steric shielding of the central cumulene functionality, no established butatriene reactivity (complex formation or dimerization) is observed, but simple ferrocene-based redox or charge-transfer chemistry is possible.

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