Bis(cyclooctadiene)nickel(0)

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Bis(cyclooctadiene)nickel(0)
Names
Other names
nickel biscod
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.702 Edit this at Wikidata
RTECS number
  • QR6135000
  • InChI=1S/2C8H8.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H2; checkY
    Key: AYHVBQBQROAZHP-UHFFFAOYSA-N checkY
  • InChI=1/2C8H8.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H2;
    Key: AYHVBQBQROAZHP-UHFFFAOYAH
  • C1C[C][C]CC[C][C]1.C1C[C][C]CC[C][C]1.[Ni]
Properties
C16H24Ni
Molar mass 275.06 g/mol
Appearance Yellow solid
Melting point 60 °C (140 °F; 333 K) (decomposes)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Bis(cyclooctadiene)nickel(0) is the organometallic compound with the formula Ni(C8H12)2. This air-sensitive yellow solid is a common source of Ni(0) in chemical synthesis.[1]

Ni(cod)2, as it is commonly abbreviated, is a diamagnetic coordination complex featuring tetrahedral nickel(0) bound to the alkene groups in two 1,5-cyclooctadiene ligands. The complex is prepared by reduction of anhydrous nickel(II) acetylacetonate in the presence of the diolefin:

1/3 [Ni3(acac)6] + 2 cod + 2 AlEt3 → Ni(cod)2 + 2 acacAlEt2 + C2H6 + C2H4

Ni(cod)2 is moderately soluble in benzene and THF.[2] The cod ligands are easily displaced by phosphines, phosphites, and isocyanides.

References

  1. ^ Wilke, G. (1988). "Contributions to Organo-Nickel Chemistry". Angewandte Chemie International Edition. 27 (1): 185–206. doi:10.1002/anie.198801851.
  2. ^ Schunn, R. A.; Ittel, S. D.; Cushing, M. A. (1990). "Bis(1,5-Cyclooctadiene)Nickel(0)". Inorganic Syntheses. 28: 94–98. doi:10.1002/9780470132593.ch25. ISBN 978-0-470-13259-3.
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