Allylpalladium chloride dimer

Allylpalladium(II) chloride dimer


IUPAC name	Allylpalladium(II) chloride dimer
Other names	Allylpalladium chloride dimer bis(allyl)di-μ-chloro-dipalladium(II) APC
Identifiers
CAS number	12012-95-2
Properties
Molecular formula	C₆H₁₀Cl₂Pd₂
Molar mass	365.85 g/mol
Appearance	Pale yellow, crystalline solid
Density	Solid
Melting point	decomp at 155-156 °C
Solubility in water	Insoluble
Solubility in other solvents	Chloroform benzene acetone methanol
Hazards
MSDS	http://www.colonialmetals.com/pdf/5048.pdf
R-phrases	36/37/38
S-phrases	26-36
Related Compounds
Related compounds	(η³-allyl)(η5 – cyclopentadienyl)palladium(II) di-μ-chlorobis(crotyl)dipalladium
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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.^[1]

Synthesis and reactions

The compound is prepared by purging carbon monoxide through a methanolic aqueous solution of palladium(II) chloride, sodium chloride, and allyl chloride.^[1]

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

^ ^a ^b Tatsuno, Y.; Yoshida, T.; Otsuka, S. "(η³-allyl)palladium(II) Complexes" Inorganic Syntheses, 1990, volume 28, pages 342-345. ISBN 0-471-52619-3