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Related Experiment Video

Updated: May 8, 2026

Synthetic Methodology for Asymmetric Ferrocene Derived Bio-conjugate Systems via Solid Phase Resin-based Methodology
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Sumanenylferrocenes and their solid state self-assembly.

Berit Topolinski1, Bernd M Schmidt, Shuhei Higashibayashi

  • 1Freie Universität Berlin, Fabeckstrasse 34-36, D-14195, Berlin, Germany. dlentz@zedat.fu-berlin.de.

Dalton Transactions (Cambridge, England : 2003)
|August 23, 2013
PubMed
Summary

Researchers synthesized novel organometallic compounds by fusing ferrocene with the buckybowl sumanene molecule. These sumanenylferrocene compounds exhibit unique crystal packing structures, distinct from related molecules.

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Area of Science:

  • Organometallic Chemistry
  • Supramolecular Chemistry
  • Materials Science

Background:

  • Sumanene (C21H12) is a unique "buckybowl" hydrocarbon with a distinct three-dimensional structure.
  • Organometallic compounds containing ferrocene units are known for their electronic and structural properties.
  • Fusion of polycyclic aromatic hydrocarbons with organometallic moieties can lead to novel materials with tailored characteristics.

Purpose of the Study:

  • To synthesize and characterize the first ferrocene-fused organometallic compounds derived from sumanene.
  • To investigate the structural properties and crystal packing of these novel sumanene-ferrocene derivatives.
  • To compare the packing motifs with those of related sumanene and corannulene structures.

Main Methods:

  • Negishi-type cross-coupling reaction between iodosumanene and ferrocene precursors.
  • Single-crystal X-ray diffraction analysis to determine molecular and crystal structures.
  • Comparative structural analysis of the synthesized compounds.

Main Results:

  • Successful synthesis of sumanenylferrocene and 1,1'-disumanenylferrocene.
  • Determination of the crystal structures for both compounds.
  • Identification of unique packing motifs in sumanenylferrocenes, differing from sumanene and corannulene.

Conclusions:

  • The first ferrocene-fused sumanene derivatives have been synthesized and structurally characterized.
  • These novel organometallic compounds display unique intermolecular arrangements in the solid state.
  • The findings contribute to the understanding of structure-property relationships in buckybowl-based organometallic systems.