Cyclopentadienyl allyl palladium

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Cyclopentadienyl allyl palladium
Cyclopentadienyl allyl palladium.png
Allyl(cyclopentadienyl)nickel(II)-3D-balls.png
Identifiers
CAS number 1271-03-0 YesY
Properties
Molecular formula C8H10Pd
Molar mass 212.59 g mol−1
Appearance Reddish needle-shaped solid
Melting point 60°C − 62°C
Except where noted otherwise, 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]

Preparation[edit]

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

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]

References[edit]

  1. ^ a b Y. Tatsuno, T. Yoshida, S. Otsuka (1979). "(3-Allyl)Palladium(II) Complexes". In Shriver, Duward F. Inorg. Synth. Inorganic Syntheses 19: 220. doi:10.1002/9780470132500. ISBN 978-0-470-13250-0. 
  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.