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The Fluxional Character of (η5-C5H5)Fe(CO)21-C9H7):  Evidence for the [4 + 2] Cycloaddition of a Metal-Substituted Isoindene with Tetracyanoethylene

Posted on 1997-12-09 - 00:00
The variable-temperature NMR spectra of (η5-cyclopentadienyl)Fe(CO)21-indenyl), 1, do not exhibit noticeable line-broadening below 70 °C, at which point decarbonylation to yield benzoferrocene, 8, is rapid. Nevertheless, 2D-EXSY data show clearly that 1 is indeed fluxional; it undergoes successive [1,5] shifts with an activation energy of ∼20 kcal mol-1. Contrary to an earlier report, the intermediate isoindene, 2, is sufficiently long-lived to yield a crystallographically-characterized [4 + 2] cycloadduct, 10, with tetracyanoethylene.

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