Abstract

Reduction of 1,2-diferrocenoylethane (I) with LAH gave diol (II), which was converted to 2,5-differrocenyltetrahydrofuran (III) by polyphosphoric acid or 10% sulphuric acid. cis and trans Stereoisomer sof III were separated: trans-isomer IIIa, m.p. 146-147°, and cis-isomer IIIb, m.p. 124-125°, in 1:8 ratio. The configuration of IIIa and IIIb was assumed from their NMR spectra and reductive cyclization reaction mechanism. The structure of the cis-isomer IIIb was established by the catalytic reduction of 2,5-diferrocenylfuran (IV), which was prepared from I by treatment with polyphosphoric acid or conc sulphuric acid. Catalytic reduction of IV by Raney nickel or platinum oxide resulted in hydrogenolysis, and 1,4-differrocenylbutane (V) was formed, together with small amounts of ethyl-ferrocene (VI), which was identified by the Clemmensen-Martin reduction of I.

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