Phosphinite
Organic compounds of the formula P(OR)R2
In organic chemistry, phosphinites are organophosphorus compounds with the formula P(OR)R2. They are used as ligands in homogeneous catalysis and coordination chemistry.[1]
Preparation
Phosphinites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of chlorodiphenylphosphine with methanol and base gives methyl diphenylphosphinite:
- ClPPh2 + CH3OH → CH3OPPh2 + HCl
Although they are esters of phosphinous acids (R2POH), phosphinites are not made via such intermediates.
Reactions
Oxidation of phosphinites gives phosphinates:
- 2 P(OR)R2 + O2 → 2 OP(OR)R2
Phosphinites are ligands, giving derivatives similar to metal phosphine complexes. They are stronger pi-acceptors than typical phosphine ligands.[2]
References
- ^ D. E. C. Corbridge (1995). Phosphorus: An Outline of its Chemistry, Biochemistry, and Technology (5th ed.). Amsterdam: Elsevier. ISBN 0-444-89307-5.
- ^ Rajanbabu, T. V. Babu (2012). "Phosphinite and Phosphonite Ligands". Phosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis. pp. 159–232. doi:10.1002/9781118299715.ch5. ISBN 9781118299715.
See also
- Phosphine - PR3
- Phosphine oxide - OPR3
- Phosphonite - P(OR)2R
- Phosphite - P(OR)3
- Phosphinate - OP(OR)R2
- Phosphonate - OP(OR)2R
- Phosphate - OP(OR)3
- v
- t
- e
- PO3H2−
- P(O–)3
- P2O5·nH2O
- OP(O–)3
- –P(OH)2
- –P(O–)2
- –P(O)(O–)2
- –OP<
- free acid HOP(CF3)2
- HOP(O)<
- PO2H−
2 - –P<
- –P(O)<
- (–O)2PN<
- (–O)2P(O)N<
- e.g. Phosphocreatine
- –OP(N<)2
- –OP(O)(N<)2
- P(N<)3
- e.g. P(NMe2)3
- OP(N<)3
- –NP(N<)3
- –P(O)(O–)N<
- –P(O)(N<)2
- >P(O)N<
- PSxO3−
4-x - (–O)3PS
- (-P)5