Cyclopentadienyl allyl palladium

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Cyclopentadienyl allyl palladium
Cyclopentadienyl allyl palladium.png
Other names
  • 57347372 PubChem has erroneous structure
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).
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Infobox references

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]


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[edit]

The 18-electron complex adopts a half-sandwich structure with Cs 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]


  1. ^ a b 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 978-0-470-13250-0.CS1 maint: Multiple names: authors list (link)
  2. ^ R. B. King (1963). "Organometallic Chemistry of the Transition Metals. Organometallic Chemistry of the Transition Metals. III. Reactions between Sodium Cyclopentadienide and Certain Complex Transition Metal Halides". Inorg. Chem. 2 (3): 528. doi:10.1021/ic50007a026.
  3. ^ 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.
  4. ^ 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.
  5. ^ 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.