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

Chemical compound

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:[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]

## References[edit]

1. ^ a b Y. Tatsuno, T. Yoshida, S. Otsuka (1979). Shriver, Duward F. (ed.). Inorganic Syntheses. Vol. 19\. p. 220\. doi:10.1002/9780470132500. ISBN 978-0-470-13250-0. `{{cite book}}`: `|journal=` ignored (help)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. (1989). "Selective area deposition of conducting palladium films on polyimide resins". Mater. Res. Soc. Symp. Proc. 158: 103–7. doi:10.1557/PROC-158-103. S2CID 97425013.
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.

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Palladium compounds

Pd(0)|

* Pd(P(C6H5)3)4

| Organopalladium(0) compounds|

* Pd2((C6H5C2H2)2CO)3

|

Pd(II)|

* Pd(OCOCH3)2
* Pd((COCH3)2CH)2
* PdBr2
* PdCl2
* Pd(CN)2
* PdF2
* PdI2
* Pd(NO3)2
* PdO
* PdS
* PdSO4
* Na2PdCl4
* Fe(C5H4P(C6H5)2)2PdCl2
* Pd(P(C6H5)3)2Cl2

| Organopalladium(II) compounds|

* ((CH2)2CHPdCl)2
* (C5H5)Pd(C3H5)

|

Pd(II,IV)|

* Pd2F6

Pd(IV)|

* PdF4

Pd(VI)|

* PdF6 (hypothetical)
* PdAs2

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Salts and covalent derivatives of the Cyclopentadienide ion

| CpH |  |  |  | He

|
|
|
|

LiCp | Be  | B  | CpMe | N  | C5H4O | F  | Ne
NaCp | MgCp2

MgCpBr

| Al  | Si  | P  | S  | Cl  | Ar
K  | CaCp2 |  | ScCp3 | TiCp2Cl2

(TiCp2Cl)2
TiCpCl3
TiCp2S5
TiCp2(CO)2
TiCp2Me2

| VCp2

VCpCh
VCp2Cl2
VCp(CO)4

| CrCp2

(CrCp(CO)3)2

| MnCp2 | FeCp2

Fe(η5-C5H4Li)2
((C5H5)Fe(C5H4))2
(C5H4-C5H4)2Fe2
FeCp2PF6
FeCp(CO)2I

| CoCp2

CoCp(CO)2

| NiCp2

NiCpNO

| Cu  | Zn  | Ga  | Ge  | As  | Se  | Br  | Kr
Rb  | Sr  |  | Y  | ZrCp2Cl2

ZrCp2ClH

| NbCp2Cl2 | MoCp2H2

MoCp2Cl2
(MoCp(CO)3)2

| Tc  | RuCp2

RuCp(PPh3)2Cl
RuCp(MeCN)3PF6

| RhCp2 | PdCp(C3H5) | Ag  | Cd  | InCp | SnCp2 | Sb  | Te  | I  | Xe
Cs  | Ba  | *  | LuCp3 | HfCp2Cl2 | Ta  | (WCp(CO)3)2 | ReCp2H | OsCp2 | IrCp2 | Pt  | Au  | Hg  | TlCp | PbCp2 | Bi  | Po  | At  | Rn
Fr  | Ra  | **  | Lr  | Rf  | Db  | Sg  | Bh  | HsCp2 | Mt  | Ds  | Rg  | Cn  | Nh  | Fl  | Mc  | Lv  | Ts  | Og

*  | LaCp3 | CeCp3 | PrCp3 | NdCp3 | PmCp3 | SmCp3 | Eu  | Gd  | Tb  | DyCp3 | Ho  | ErCp3 | TmCp3 | YbCp3
**  | Ac  | ThCp3
ThCp4 | Pa  | UCp4 | Np  | Pu  | Am  | Cm  | Bk  | Cf  | Es  | Fm  | Md  | No
*[CID]: Compound ID
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