Chemistry:Bis(diphenylphosphinoethyl)phenylphosphine

From HandWiki
Bis(diphenylphosphinoethyl)­phenylphosphine
LinearTriphos.png
Names
Preferred IUPAC name
[(Phenylphosphanediyl)di(ethane-2,1-diyl)]bis(diphenylphosphane)
Other names
Triphos
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 245-753-8
UNII
Properties
C34H29P3
Molar mass 534.55 g/mol
Appearance white crystals
Melting point 129 to 130 °C (264 to 266 °F; 402 to 403 K)
Insoluble
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

Bis(diphenylphosphinoethyl)phenylphosphine is the organophosphorus compound with the formula [Ph2PCH2CH2]2PPh (Ph = C6H5). It is an air-sensitive white solid that function as tridentate ligands in coordination and organometallic chemistry.

It is prepared by the free-radical-catalysed addition of phenylphosphine to vinyldiphenylphosphine:[1]

2 Ph2PCH=CH2 + H2PPh → [Ph2PCH2CH2]2PPh

It can bind to an octahedral metal center give either a facial or meridional isomers. Some derivatives are square planar complexes of the type [MX(triphos)]+ (M = Ni, Pd, Pt; X = halide).

Related ligands

References

  1. "Synthesis of Polytertiary Phosphines and ‘Mixed’ Phosphorus–Sulphur and ‘Mixed’ Phosphorus–Nitrogen Polydentate Ligands via Free-Radical Catalysis" Daniel L. DuBois, William H. Myers, Devon W. Meek J. Chem. Soc., Dalton Trans., 1975, 1011-1015.doi:10.1039/DT9750001011
  2. Hartley, J. G., Venanzi, L. M., Goodall, D. C., "The Preparation and Complex-Forming Properties of One tritertiary and One Tetratertiary Phosphine", J. Chem. Soc. 1963, 3930. doi:10.1039/JR9630003930