Allylpalladium chloride dimer

Chembox new
Name = Allylpalladium(II) chloride dimer
ImageFile1 = Allylpalladium-chloride-dimer-3D-balls.png ImageFile2 = -AllPdCl-2.png IUPACName = Allylpalladium(II) chloride dimer
OtherNames = Allylpalladium chloride dimer
bis(allyl)di-μ-chloro-dipalladium(II)
APC
Section1 = Chembox Identifiers
CASNo = 12012-95-2
Section2 = Chembox Properties
Formula = C₆H₁₀Cl₂Pd₂
MolarMass = 365.85 g/mol
Appearance = Pale yellow, crystalline solid
Density = Solid
Solubility = Insoluble
Solvent = other solvents
SolubleOther = Chloroform
benzene
acetone
methanol
MeltingPt = decomp at 155-156 °C
Section7 = Chembox Hazards
ExternalMSDS = http://www.colonialmetals.com/pdf/5048.pdf
RPhrases = 36/37/38
SPhrases = 26-36
Section8 = Chembox Related
Function = compounds
OtherFunctn = (η³-allyl)(η5 – cyclopentadienyl)palladium(II)
di-μ-chlorobis(crotyl)dipalladium

Allylpalladium(II) chloride dimer is a chemical compound with the formula (η³- C₃H₅)₂Pd₂Cl₂. This yellow air-stable compound is an important catalyst used in organic synthesis.Tatsuno, Y.; Yoshida, T.; Otsuka, S. "(η³-allyl)palladium(II) Complexes" Inorganic Syntheses, 1990, volume 28, pages 342-345. ISBN 0-471-52619-3]

ynthesis and reactions

The compound is prepared by purging carbon monoxide through a methanolic aqueous solution of palladium(II) chloride, sodium chloride, and allyl chloride.:2Na₂PdCl₄ + 2 CH₂=CHCH₂Cl + 2 CO + 2 H₂O → (C₃H₅)₂Pd₂Cl₂ + 4 NaCl + 2 CO₂ + 4 HCl

APC reacts with sources of cyclopentadienyl anion to give the corresponding 18e complex::(C₃H₅)₂Pd₂Cl₂ + 2 NaC₅H₅ → 2 Pd(η³-C₃H₅)(η⁵-C₅H₅) + 2 NaCl

References