Cyclopentadienyl allyl palladium

Cyclopentadienyl allyl palladium is an organopalladium compound with formula (C₅H₅)Pd(C₃H₅). This reddish solid is volatile with an unpleasant odor. It is soluble in common organic solvents. The molecule consists of a Pd centre sandwiched between a Cp and allyl ligands.^[1]

Cyclopentadienyl allyl palladium

Names
Other names (Cp)Pd(allyl)
Identifiers
CAS Number	1271-03-0 Y
ChemSpider	11466724
PubChem CID	57347372 PubChem has erroneous structure
Properties
Chemical formula	C8H10Pd
Molar mass	212.59 g·mol−1
Appearance	Reddish needle-shaped solid
Melting point	60 to 62 °C (140 to 144 °F; 333 to 335 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Preparation

This complex is produced by the reaction of allylpalladium chloride dimer with sodium cyclopentadienide:^[1][2]

2 C₅H₅Na + (C₃H₅)₂Pd₂Cl₂ → 2 (C₅H₄)Pd(C₃H₅) + 2 NaCl

Structure and reactions

The 18-electron complex adopts a half-sandwich structure with C_s symmetry, i.e., the molecule has a plane of symmetry. The complex can be decomposed readily by reductive elimination.

C₃H₅PdC₃H₅ → Pd(0) + C₅H₅C₃H₅

The compound readily reacts with alkyl isocyanides to produce clusters with the approximate formula [Pd(CNR)₂]_n. It reacts with bulky alkyl phosphines to produce two-coordinated palladium(0) complexes:^[3]

CpPd(allyl) + 2 PR₃ → Pd(PR₃)₂ + C₅H₅C₃H₅

The compound has been used to deposit thin film chemical vapor deposition of metallic palladium.^[4][5]