Gourt Home::Gourt :: Tetrakis(triphenylphosphine)palladium(0)
| Tetrakis(triphenylphosphine)palladium(0) | |
|---|---|
| General | |
| Systematic name | Tetrakis(triphenylphosphine)palladium(0) |
| Other names | TPP palladium(0) |
| Molecular formula | 72604 |
| Molar mass | 1155.56 g/mol |
| Appearance | Brown-yellow crystals |
| CAS number | * |
| Properties | |
| Density and phase | ? g/cm3, ? |
| Solubility in water | Insoluble |
| In benzene, dichloromethane, chloroform | Approx 5 g/100ml |
| Melting point | decomposes around 115 °C |
| Structure | |
| Molecular shape | tetrahedral |
| Coordination geometry | four triphenylphosphine unidentate ligands attached to a central Pd(0) atom in a tetrahedral geometry |
| Crystal structure | ? |
| Dipole moment | 0 D |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | PPh3 is an irritant |
| NFPA 704 | |
| R/S statement | R: n/a S: , |
| RTECS number | Unregistered |
| Supplementary data page | |
| Structure and properties | n, εr, etc. |
| Thermodynamic data | Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related complexes | chlorotris(triphenylphosphine)rhodium(I) tris(dibenzylideneacetone)dipalladium(0) |
| Related compounds | triphenylphosphine |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Chemical infobox | |
Preparation, structure, and properties
This complex is prepared in two steps from Pd(II) precursors:
- PdCl2 + 2 PPh3 → cis-PdCl2(PPh3)2
- cis-PdCl2(PPh3)2 + 2 PPh3 + 2.5 N2H4 → Pd(PPh3)4 + 0.5 N2 + 2 N2H5+Cl-
The four P atoms are at the corners of a tetrahedron surrounding the palladium(0) center. This structure is typical for four-coordinate 18e complexes.C. Elschenbroich, A. Salzer ”Organometallics : A Concise Introduction” (2nd Ed) (1992) from Wiley-VCH: Weinheim. ISBN 3527281657 The corresponding complexes Ni(PPh3)4 and Pt(PPh3)4 are also well known. Such complexes reversibly dissociate PPh3 ligands in solution, releasing the 16e M(PPh3)3. Thus, reactions attributed to Pd(PPh3)4 in fact arise from Pd(PPh3)3 or even Pd(PPh3)2.
Applications
Pd(PPh3)4 is widely used as a catalyst for coupling reactions.Homogeneous Catalysis: Understanding the Art” by P. W. van Leeuwen, Springer; 2005. ISBN: 1402031769 Prominent applications include the Heck reaction and Suzuki coupling. These processes begin with the oxidative addition of an aryl halide to the Pd(0) center: Pd(PPh3)4 + ArBr → PdCl(Ar)(PPh3)2 + 2 PPh3
References
External links
- ChemExper Chemicals database
- Science lab product sheet
- D.R. Coulson, Tetrakis(triphenylphosphine)palladium(0), Inorg. Synth., No 21
Suppliers
Palladium compounds | Reagents for organic chemistry | Coordination compounds
"Tetrakis(triphenylphosphine)palladium(0)"palladium(0).jpg){kind=link}