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Synlett 1991; 1991(1): 20-22
DOI: 10.1055/s-1991-20612
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Cyclopentadiene Anellated [2.2] Paracyclophanes: Novel Ligands Toward Multilayered Metal Complexes

Herwig Buchholz* , Oliver Reiser, Armin de Meijere
  • *Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, Germany
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Publication Date:
07 March 2002 (online)

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Pauson-Khand reactions of [2.2]paracyclophane-1,9-diene (2) and [2.2]paracyclophan-1-ene (3) with various acetylenes and octacarbonyldicobalt lead to monocyclopentenone anellated derivatives 5/6 and biscyclopentenone anellated derivative synanti-7 which can be converted to cyclopentadiene anellated systems 10/11 and 13. Their deprotonation with methyllithium yields cyclopentadienyl anions, orthogonally attached to the bridges of the [2.2]paracyclophane skeleton, which can serve as ligands in ferrocene-type complexes like 14, 15 and 16.