Bis(diphenylphosphinoethyl)phenylphosphine
Appearance
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Names | |
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Preferred IUPAC name
[(Phenylphosphanediyl)di(ethane-2,1-diyl)]bis(diphenylphosphane) | |
Other names
Triphos
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.041.579 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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 labelling: | |
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Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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
[edit]- diethylenetriamine (HN(CH2CH2NH2)2)
- bis(diphenylphosphinophenyl)phenylphosphine[2] (PhP(C6H4PPh2)2)
- 1,1,1-Tris(diphenylphosphinomethyl)ethane, a tripodal ligand.
References
[edit]- ^ "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
- ^ 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