:Phosphinite
{{Short description|Organic compounds of the formula P(OR)R2}}
{{Hatnote|Not to be confused with phosphonite (formula P(OR)2R) .}}
File:Generic-phosphinite-2D.svg of a generic phosphinite, R represents a side chain.]]
File:Methyl-diphenylphosphinite-2D-skeletal.png of methyl diphenylphosphinite]]
In organic chemistry, phosphinites are organophosphorus compounds with the formula {{chem2|P(OR)R2}}. They are used as ligands in homogeneous catalysis and coordination chemistry.{{cite book | author = D. E. C. Corbridge | title = Phosphorus: An Outline of its Chemistry, Biochemistry, and Technology | edition = 5th | publisher = Elsevier | location = Amsterdam | date = 1995 | isbn = 0-444-89307-5}}
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.{{cite book | doi = 10.1002/9781118299715.ch5| chapter = Phosphinite and Phosphonite Ligands| title = Phosphorus(III) Ligands in Homogeneous Catalysis: Design and Synthesis| pages = 159–232| year = 2012| last1 = Rajanbabu| first1 = T. V. Babu| isbn = 9781118299715}}
References
{{Reflist}}
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
{{Organophosphorus}}