Abstract
AbstractTrifluorovinylferrocene (1) is obtained in high yield by a Stille coupling of iodoferrocene with tributyltrifluorovinylstannane. [2+2] Cycloaddition of 1 yields the cyclobutane derivatives 2a and 2b under mild conditions. At higher temperature a defluoration reaction takes place yielding the cyclobutane derivative 3 under inert conditions whereas in the presence of air and water the cyclobuta‐1,2‐dion derivative 4 is formed presumably by an unusual hydrolysis of an aliphatic difluoromethylene group. Nucleophilic attack of the CF2 group of 1 yields specifically the trans isomer of 1,2‐Diferrocenyl‐1,2‐difluoroethene 5. The crystal and molecular structures of 1, 2a, 2b, 3 and 5 were elucidated by X‐ray diffraction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
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