Cyclopentadienyl allyl palladium
Encyclopedia
Cyclopentadienyl allyl palladium is an organometallic reagent with formula (C5H5)Pd(C3H5). This reddish solid is used for thin film chemical vapor deposition
of palladium
.
with sodium cyclopentadienide
.
with Cs symmetry
. The compound would be expected to be monomeric and volatile and has an unpleasant odor. It readily sublimes. It is soluble in common organic solvents. The complex is stored below -20°C under nitrogen
.
The compound readily reacts with alkyl isocyanide
s to produce a cluster Pd(CNR)2. It reacts with bulky alkyl phosphine
s to produce two coordinated palladium(0) complexes.Pd(allyl) + 2L → PdL2 + C5H5C3H5
Chemical vapor deposition
Chemical vapor deposition is a chemical process used to produce high-purity, high-performance solid materials. The process is often used in the semiconductor industry to produce thin films. In a typical CVD process, the wafer is exposed to one or more volatile precursors, which react and/or...
of palladium
Palladium
Palladium is a chemical element with the chemical symbol Pd and an atomic number of 46. It is a rare and lustrous silvery-white metal discovered in 1803 by William Hyde Wollaston. He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired...
.
Preparation
Cyclopentadienyl allyl palladium is produced by the reaction of allylpalladium chloride dimerAllylpalladium chloride dimer
Allylpalladium chloride dimer is a chemical compound with the formula 2Pd2Cl2. This yellow air-stable compound is an important catalyst used in organic synthesis.-Synthesis and reactions:...
with sodium cyclopentadienide
Sodium cyclopentadienide
Sodium cyclopentadienide is an organosodium compound with the formula C5H5Na. The compound is often abbreviated as NaCp or CpNa, where Cp− is the cyclopentadienide anion. Cp is also used as an abbreviation for the cyclopentadienyl ligand in coordination chemistry.-Preparation:Sodium...
.
- 2(C5H4)Na + (C3H5)2Pd2Cl2 → (C5H4)Pd(C3H5) + 2NaCl
Structure and reactions
The 18-electron complex adopts a half-sandwich structureSandwich compound
In organometallic chemistry, a sandwich compound is a chemical compound featuring a metal bound by haptic covalent bonds to two arene ligands. The arenes have the formula CnHn, substituted derivatives and heterocyclic derivatives...
with Cs symmetry
Molecular symmetry
Molecular symmetry in chemistry describes the symmetry present in molecules and the classification of molecules according to their symmetry. Molecular symmetry is a fundamental concept in chemistry, as it can predict or explain many of a molecule's chemical properties, such as its dipole moment...
. The compound would be expected to be monomeric and volatile and has an unpleasant odor. It readily sublimes. It is soluble in common organic solvents. The complex is stored below -20°C under nitrogen
Nitrogen
Nitrogen is a chemical element that has the symbol N, atomic number of 7 and atomic mass 14.00674 u. Elemental nitrogen is a colorless, odorless, tasteless, and mostly inert diatomic gas at standard conditions, constituting 78.08% by volume of Earth's atmosphere...
.
- C3H5PdC3H5 → Pd(0) + C5H5C3H5
The compound readily reacts with alkyl isocyanide
Isocyanide
An isocyanide is an organic compound with the functional group -N≡C. It is the isomer of the related cyanide , hence the prefix iso....
s to produce a cluster Pd(CNR)2. It reacts with bulky alkyl phosphine
Phosphine
Phosphine is the compound with the chemical formula PH3. It is a colorless, flammable, toxic gas. Pure phosphine is odourless, but technical grade samples have a highly unpleasant odor like garlic or rotting fish, due to the presence of substituted phosphine and diphosphine...
s to produce two coordinated palladium(0) complexes.Pd(allyl) + 2L → PdL2 + C5H5C3H5