.Zeise's salt is an air-stable, yellow, crystalline compound of platinum and ethylene, with the chemical formula
- K*.H2O.
Synthesis
It was one of the first
organometallic compounds ever prepared, being
synthesised for the first time in 1827 when Zeise boiled PtCl
4 in
ethanol. It is commonly made from K
2and free ethylene with some SnCl
2 as a
catalyst. There's also Zeise's dimer, which is essentially Zeise's salt that has lost KCl: [{(η
2-C
2H
4)PtCl
2}
2.
Bonding
The metal-alkene bonding is a classic example of the
Dewar-Chatt-Duncanson model of synergic bonding between a
ligand and a metal. The
alkene donates
electron density into a metal d-orbital from carbon-carbon π-symmetry bonding orbital, and the metal donates it back from (a different) d-orbital into the carbon-carbon π
* orbital. Both of these effects tend to reduce the carbon-carbon bond order from 2 to 1, making this bond longer and lowering its vibrational frequency. They also move the hybridisation at the carbon atoms from sp
2 towards sp
3, which has the effect of making the protons on the ethylene bend back away from the metal.
In both of these compounds the alkene is free to rotate about the metal-alkene bond at higher temperatures. However, at lower temperatures the alkene is static, and is perpendicular to the square plane about the platinum atom (as in the picture above!).
Related compounds
External links
Organometallic chemistry | Platinum compounds