Bis(cyclooctadiene)nickel(0)

Bis(cyclooctadiene)nickel(0)
Names
Other names
nickel biscod
Identifiers
1295-35-8 Yes
ChemSpider 17215769 Yes
Jmol-3D images Image
PubChem 6433264
RTECS number QR6135000
Properties
C16H24Ni
Molar mass 275.06 g/mol
Appearance Yellow solid
Melting point 60 °C (140 °F; 333 K) (decomposes)
Hazards
R-phrases R10 R40
S-phrases S36/37
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

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.