Bis(triphenylphosphine)palladium(II) dichloride

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Bis(triphenylphosphine)palladium(II) dichloride
Bis(triphenylphosphine)palladium(II) dichloride.png
Dichlorobis(triphenylphosphine)palladium(II).jpg
Identifiers
CAS number 13965-03-2 YesY
PubChem 6102075
ChemSpider 75895 YesY
Jmol-3D images Image 1
Properties
Molecular formula C36H30Cl2P2Pd
Molar mass 701.90 g mol−1
Except where noted otherwise, 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(II) dichloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. This yellow complex is often used for palladium-catalyzed coupling reactions, e.g. the Sonogashira–Hagihara reaction. The complex is square planar. Both cis and trans isomers are known.

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[edit]

  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: 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.