Cyclopentadienyl allyl palladium

Cyclopentadienyl allyl palladium
Other names (Cp)Pd(allyl)
Identifiers
CAS number	1271-03-0 Y
Properties
Molecular formula	C8H10Pd
Molar mass	212.59 g mol−1
Appearance	Reddish needle-shaped solid
Melting point	60°C − 62°C
Y allyl palladium (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.^{[1][2][3][4][5]}

Preparation

Cyclopentadienyl allyl palladium is produced by the reaction of allylpalladium chloride dimer with sodium cyclopentadienide.

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

Structure and reactions

The 18-electron complex adopts a half-sandwich structure with C_s 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.

C₃H₅PdC₃H₅ → Pd(0) + C₅H₅C₃H₅

The compound readily reacts with alkyl isocyanides to produce a cluster Pd(CNR)₂. It reacts with bulky alkyl phosphines to produce two coordinated palladium(0) complexes.

(Cp)Pd(allyl) + 2L → PdL₂ + C₅H₅C₃H₅

References

1. ^ Y. Tatsuno, T. Yoshida, S. Otsuka (1979). Shriver, Duward F.. ed. "(3-Allyl)Palladium(II) Complexes". Inorg. Synth.. Inorganic Syntheses 19: 220. doi:10.1002/9780470132500. ISBN 9780470132500. 
2. ^ Y. G Kim, S. Bialy, R.W. Miller, J. T. Spencer, Dowben A. Peter, Datta S.. "Selective area deposition of conducting palladium films on polyimide resins". Ma. Res. Soc. Symp. Proc. 158: 103–7. http://digitalcommons.unl.edu/physicsdowben/150. 
3. ^ K. Rajalingam, T. Strunskus, A. Terfort, R. A. Fischer, C. Wo (2008). "Metallization of a thiol-terminated organic surface using chemical vapor deposition". Langmuir 24 (15): 7886–7994. doi:10.1021/la8008927. PMID 18590295. 
4. ^ R. B. King (1963). "Organometallic Chemistry of the Transition Metals". Inorg. Chem. 2 (3): 528. doi:10.1021/ic50007a026. 
5. ^ Otsuka, S.; Yoshida, T.; Matsumoto, M.; Nakatsu, K. J. (1976). "Cyclohexyneplatinum(0) Complexes Containing Di-t-butylphenylphosphine, t-butyldiphenylphosphine or Trimethylphosphine". Australian Journal of Chemistry 45 (1): 135–142. doi:10.1071/CH9920135.