Tetrakis(triphenylphosphine)palladium(0)
Names | |
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IUPAC name
Tetrakis(triphenylphosphane)palladium(0)
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Other names
TPP palladium(0)
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Identifiers | |
3D model (
JSmol ) |
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ChemSpider | |
ECHA InfoCard
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100.034.609 |
EC Number |
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PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C72H60P4Pd | |
Molar mass | 1155.59 g·mol−1 |
Appearance | Bright yellow to chartreuse crystals |
Melting point | decomposes around 115 °C |
Insoluble | |
Structure | |
four tetrahedral geometry
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tetrahedral
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0 D | |
Hazards | |
GHS labelling:[1] | |
Warning | |
H302, H317, H413 | |
P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P330, P333+P313, P363, P501 | |
NFPA 704 (fire diamond) | |
Related compounds | |
Related
complexes |
chlorotris(triphenylphosphine)rhodium(I) tris(dibenzylideneacetone)dipalladium(0) Tetrakis(triphenylphosphine)platinum(0) |
Related compounds
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triphenylphosphine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetrakis(triphenylphosphine)palladium(0) (sometimes called quatrotriphenylphosphine palladium) is the
Structure and properties
The four phosphorus atoms are at the corners of a tetrahedron surrounding the palladium(0) center. This structure is typical for four-coordinate 18 e− complexes.[2] The corresponding complexes Ni(PPh3)4 and Pt(PPh3)4 are also well known. Such complexes reversibly dissociate PPh3 ligands in solution, so reactions attributed to Pd(PPh3)4 often in fact arise from Pd(PPh3)3 or even Pd(PPh3)2.[3]
Preparation
Tetrakis(triphenylphosphine)palladium(0) was first prepared by Lamberto Malatesta et al. in the 1950s by reduction of sodium chloropalladate with hydrazine in the presence of the phosphine.[4] It is commercially available, but can be prepared in two steps from Pd(II) precursors:
- PdCl2 + 2 PPh3 → PdCl2(PPh3)2
- PdCl2(PPh3)2 + 2 PPh3 + 5⁄2 N2H4→ Pd(PPh3)4 + 1⁄2 N2 + 2 N2H5Cl
Both steps may be carried out in a
Applications
Pd(PPh3)4 is widely used as a
- Pd(PPh3)4 + ArBr → PdBr(Ar)(PPh3)2 + 2 PPh3
References
- ^ "Tetrakis(triphenylphosphine)palladium". pubchem.ncbi.nlm.nih.gov.
- ISBN 3-527-28165-7.
- .
- .
- ISBN 978-0-470-13244-9.
- S2CID 107314949. Retrieved 26 November 2023.
- ISBN 1-4020-3176-9.