Phosphinite

Not to be confused with phosphonite (formula P(OR)₂R) .

Structural formula of a generic phosphinite, R represents a side chain.

Skeletal formula of methyl diphenylphosphinite

In organic chemistry, phosphinites are organophosphorus compounds with the formula P(OR)R₂. They are used as ligands in homogeneous catalysis and coordination chemistry.

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.

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