Top Qs
Timeline
Chat
Perspective
Triphenylstibine
Chemical compound From Wikipedia, the free encyclopedia
Remove ads
Triphenylstibine is the chemical compound with the formula Sb(C6H5)3, which is often abbreviated SbPh3, This colourless solid is a common organoantimony(III) compound. It serves as a ligand in coordination chemistry[2] and as a reagent in organic synthesis.
Like the related molecules triphenylamine, triphenylphosphine and triphenylarsine, SbPh3 is pyramidal with a propeller-like arrangement of the phenyl groups. The Sb-C distances average 2.14-2.17 Å and the C-Sb-C angles are 95°.[3]
Remove ads
Synthesis and reactions
Triphenylstibine was first reported in 1886, being prepared from antimony trichloride and chlorobenzene:[4]
- 6 Na + 3 C6H5Cl + SbCl3 → (C6H5)3Sb + 6 NaCl
In an alternative method, phenylmagnesium bromide is treated with SbCl3.[5]
Upon treatment with antimony trichloride, triphenylstibine undergoes a redistribution reaction:[6]
- Sb(C6H5)3 + 2SbCl3 → 3Sb(C6H5)Cl2
Stiboranes can be synthesised from triphenylstibine by halogenation:
- Sb(C6H5)3 + Cl2 → Sb(C6H5)3Cl2
As confirmed by X-ray crystallography, Sb(C6H5)3Cl2 features pentacoordinate Sb(V) with trans-diaxial chloride ligands.[7]
Remove ads
References
Wikiwand - on
Seamless Wikipedia browsing. On steroids.
Remove ads