Bis(cyclooctadiene)nickel(0)

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Bis(cyclooctadiene)nickel(0)
Ni(cod)2.png
Names
Other names
nickel biscod, Ni(COD)2
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.702
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R-phrases (outdated) R10 R40
S-phrases (outdated) S36/37
Except where otherwise noted, data are 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[edit]

  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. pp. 94–98. doi:10.1002/9780470132593.ch25. ISBN 978-0-470-13259-3.