Bis(triphenylphosphine)palladium chloride

Bis(triphenylphosphine)palladium chloride
Identifiers
13965-03-2 YesY
ChemSpider 75895 YesY
Jmol interactive 3D Image
PubChem 6102075
Properties
C36H30Cl2P2Pd
Molar mass 701.90 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bis(triphenylphosphine)palladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. It is a yellow solid that is soluble in some organic solvents. It is used for palladium-catalyzed coupling reactions, e.g. the Sonogashira–Hagihara reaction. The complex is square planar. Both cis and trans isomers are known. Many analogous complexes are known with different phosphine ligands.

Commercially available, this compound may be prepared by reacting palladium(II) chloride with triphenylphosphine:[1]

PdCl2 + 2 PPh3 PdCl2(PPh3)2

The complex is an intermediate in the preparation of tetrakis(triphenylphosphine)palladium (Pd(PPh3)4):[2]

PdCl2(PPh3)2 + 2 PPh3 + 2.5 N2H4 → Pd(PPh3)4 + 0.5 N2 + 2 N2H5+Cl

References

  1. Norio Miyaura and Akira Suzuki (1993). "Palladium-catalyzed reaction of 1-alkenylboronates with vinylic halides: (1Z,3E)-1-Phenyl-1,3-octadiene". Org. Synth.; Coll. Vol. 8, p. 532
  2. D. R. Coulson; Satek, L. C.; Grim, S. O. (1972). "23. Tetrakis(triphenylphosphine)palladium(0)". Inorg. Synth. 13: 121. doi:10.1002/9780470132449.ch23.
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