Bis(cyclooctadiene)nickel(0)
Encyclopedia
Bisnickel(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.

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
1,5-Cyclooctadiene
1,5-Cyclooctadiene is the organic compound with the chemical formula C8H12. Generally abbreviated COD, this diene is a useful precursor to other organic compounds and serves as a ligand in organometallic chemistry.- Synthesis :...

 ligand
Ligand
In coordination chemistry, a ligand is an ion or molecule that binds to a central metal atom to form a coordination complex. The bonding between metal and ligand generally involves formal donation of one or more of the ligand's electron pairs. The nature of metal-ligand bonding can range from...

s. The complex is prepared by reduction of anhydrous nickel(II) acetylacetonate
Nickel(II) acetylacetonate
Nickel acetylacetonate is a coordination complex with the formula [Ni2]3. This dark green solid reacts with water to give the dihydrate Ni2·2H2O....

 in the presence of the diolefin:
1/3 [Ni3(acac)6] + 2 cod + 2 AlEt3
Triethylaluminium
Triethylaluminium is an organoaluminium compound. This volatile, colorless liquid is highly pyrophoric, igniting immediately upon exposure to air. It is normally stored in stainless steel containers either as a pure liquid or as a solution in hydrocarbon solvents such as hexane, heptane, or ...

→ Ni(cod)2 + 2 acacAlEt2 + C2H6 + C2H4

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