Collect. Czech. Chem. Commun. 2004, 69, 351-364
https://doi.org/10.1135/cccc20040351

Reaction of Zirconacyclopentadienes with Ethynylferrocenes

Lenka Dufkováa, Hiroshi Matsumuraa, David Nečasa, Petr Štěpničkab, Filip Uhlíkc and Martin Kotoraa,*

a Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43 Prague, Czech Republic
b Department of Inorganic Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43 Prague, Czech Republic
c Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Hlavova 2030, 128 43 Prague, Czech Republic

Abstract

Various zirconacyclopentadienes fully substituted at the metallacycle react with ethynylferrocene in the presence of [NiBr2(PPh3)2] or with methyl or ethyl 3-ferrocenylpropynoates in the presence of CuCl to give penta- and hexasubstituted phenylferrocenes, respectively. X-Ray diffraction analysis showed that the cyclopentadienyl and benzene rings in (5,8-diphenyl-1,2,3,4-tetrahydronapthalen-6-yl)ferrocene are rotated by as much as 51°.

Keywords: Arenes; Zirconium; Zirconocene; Alkynes; Ferrocene; X-Ray diffraction; DFT calculations; Cyclotrimerizations; Cycloadditions.

References: 45 live references.