Lithium diphenylphosphide contains lithium and the
organophosphorus anion with the formula (C
6H
5)
2PLi. It is an air-sensitive solid that is used in the preparation of diphenylphosphino compounds. As an ether complex, the lithium salt is dark red.
Synthesis and reactions
The lithium, sodium, and potassium salts are prepared by reduction of
chlorodiphenylphosphine,
triphenylphosphine
Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C6H5)3 and often abbreviated to P Ph3 or Ph3P. It is widely used in the synthesis of organic and organometallic compounds. PPh3 exists ...
,
or
tetraphenyldiphosphine with alkali metals (M):
:(C
6H
5)
2PCl + 2 M → (C
6H
5)
2PM + MCl
:(C
6H
5)
3P + 2 M → (C
6H
5)
2PM + MC
6H
5
:(C
6H
5)
4P
2 + 2 M → 2 (C
6H
5)
2PM
They can also be obtained by deprotonation of
diphenylphosphine.
With water, the salts convert to
diphenylphosphine:
[
:(C6H5)2PLi + H2O → (C6H5)2PH + LiOH
With ]halocarbon
Halocarbon compounds are chemicals in which one or more carbon atoms are linked by covalent bonds with one or more halogen atoms ( fluorine, chlorine, bromine or iodine – ) resulting in the formation of organofluorine compounds, organochl ...
s, the salts react to give tertiary phosphines:
:(C6H5)2PM + RX → (C6H5)2PR + MX
When treated with metal halides, lithium diphenylphosphide gives transition metal phosphido complexes A transition metal phosphido complex is a coordination complex containing a phosphido ligand (R2P, where R = H, organic substituent). With two lone pairs on phosphorus, the phosphido anion (R2P−) is comparable to an amido anion (R2N−), except t ...
.
Structure
Although treated as salts, alkali diphenylphosphides are highly aggregated in solution. They adopt polymeric structures as solids.
Related compounds
* Sodium diphenylphosphide ( CAS RN 4376-01-6)
* Potassium diphenylphosphide (CAS RN 15475-27-1)
References
{{Lithium compounds
Lithium salts
Organolithium compounds
Phenyl compounds
Phosphines