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rhodocene

Structure via PubChem · Public domain (PubChem)

EntityQ425285· pop 20· linked from 95 articles

Also known as bis(cyclopentadienido)rhodium(II), bis(cyclopentadienyl)rhodium(II), rhodium(II) cyclopentadienide, Cp₂Re

Rhodocene is a chemical compound with the formula . Each molecule contains an atom of rhodium bound between two planar aromatic systems of five carbon atoms known as cyclopentadienyl rings in a sandwich arrangement. It is an organometallic compound as it has (haptic) covalent rhodium–carbon bonds. The radical is found above or when trapped by cooling to liquid nitrogen temperatures (). At room temperature, pairs of these radicals join via their cyclopentadienyl rings to form a dimer, a yellow solid.

Chemical data

Formula
C10H10Rh
Molecular weight
233.09 g/mol
IUPAC name
bis(cyclopenta-1,3-diene);rhodium(2+)
SMILES
[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Rh+2]
InChIKey
IWAKCRNSZSPDTB-UHFFFAOYSA-N
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
232.983754
Show 3 more facts
Commons category
Rhodocene
chemical formula
C₁₀H₁₀Rh
canonical SMILES
[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Rh+2]
Sources (2)

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~29 min read

Article

12 sections
Contents
  • History
  • Speciation
  • Synthesis
  • Substituted rhodocenes and rhodocenium salts
  • The [(η<sup>5</sup>-C<sub>5</sub><sup>''t''</sup>Bu<sub>3</sub>H<sub>2</sub>)Rh(η<sup>5</sup>-C<sub>5</sub>H<sub>5</sub>)]<sup>+</sup> cation
  • Pentasubstituted cyclopentadienyl ligands
  • Applications
  • Biomedical use of a derivative
  • Metal–metal interactions in linked metallocenes
  • Rhodocenium-containing polymers
  • Notes
  • References

Rhodocene is a chemical compound with the formula . Each molecule contains an atom of rhodium bound between two planar aromatic systems of five carbon atoms known as cyclopentadienyl rings in a sandwich arrangement. It is an organometallic compound as it has (haptic) covalent rhodium–carbon bonds. The radical is found above or when trapped by cooling to liquid nitrogen temperatures (). At room temperature, pairs of these radicals join via their cyclopentadienyl rings to form a dimer, a yellow solid.

The history of organometallic chemistry includes the 19th-century discoveries of Zeise's salt and nickel tetracarbonyl. These compounds posed a challenge to chemists as the compounds did not fit with existing chemical bonding models. A further challenge arose with the discovery of ferrocene, the iron analogue of rhodocene and the first of the class of compounds now known as metallocenes. Ferrocene was found to be unusually chemically stable, as were analogous chemical structures including rhodocenium, the unipositive cation of rhodocene and its cobalt and iridium counterparts. The study of organometallic species including these ultimately led to the development of new bonding models that explained their formation and stability. Work on sandwich compounds, including the rhodocenium-rhodocene system, earned Geoffrey Wilkinson and Ernst Otto Fischer the 1973 Nobel Prize for Chemistry.

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