Iridium acetylacetonate

Identifiers

CAS Number

* 15635-87-7

3D model (JSmol)

* Interactive image

ChemSpider |

* 10745901

ECHA InfoCard | 100.036.086
EC Number |

* 239-711-8

PubChem CID

* 16212107

CompTox Dashboard (EPA)

* DTXSID40935428

InChI

* InChI=1S/3C5H8O2.Ir/c3*1-4(6)3-5(2)7;/h3*3H2,1-2H3;

Key: ORBAMVQDIYATLY-UHFFFAOYSA-N

SMILES

* CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].[Ir+3]

Properties

Chemical formula

| C15H21IrO6
Molar mass | 489.544 g·mol−1
Appearance  | orange solid[1]
Melting point | 269 to 271 °C (516 to 520 °F; 542 to 544 K) (decomposes)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Chemical compound

Iridium acetylacetonate is the iridium coordination complex with the formula Ir(O2C5H7)3, which is sometimes known as Ir(acac)3. The molecule has D3-symmetry.[2] It is a yellow-orange solid that is soluble in organic solvents.

## Preparation and isomerism

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It is prepared from IrCl3(H2O)3 and acetylacetone.[3] The complex has been resolved into individual enantiomers by separation of its adduct with dibenzoyltartaric acid.[4]

A second linkage isomers is also known. In the second isomer one of the acetylacetonate ligands is bonded to Ir through carbon.[5]

Structures of C-bonded "Ir(acac)3"

## Uses

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The O6-bonded isomer has been investigated for use chemical vapor deposition (CVD). One example is the deposition of red phosphorescent emitter compounds used in OLEDs.[6][7]

The C-bonded isomer has been investigated as a catalyst for C-H activation reactions.[5]

## References

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1. ^ Iridium acetylacetonate
2. ^ V. G. Isakova, I. A. Baidina, N. B. Morozova, I. K. Igumenov "γ-Halogenated iridium(III) Acetylacetonates" Polyhedron 2000, Volume 19, Pages 1097–1103. doi:10.1016/S0277-5387(00)00358-2
3. ^ James E. Collins, Michael P. Castellani, Arnold L. Rheingold, Edward J. Miller, William E. Geiger, Anne L. Rieger, Philip H. Rieger "Synthesis, Characterization, and Molecular Structure of Bis(tetraphenylcyclopentdienyl)rhodium(II)" Organometallics 1995, pp 1232–1238. doi:10.1021/om00003a025
4. ^ Drake, A. F.; Gould, J. M.; Mason, S. F.; Rosini, C.; Woodley, F. J. (1983). "The optical resolution of tris(pentane-2,4-dionato)metal(III) complexes". Polyhedron. 2 (6): 537–538\. doi:10.1016/S0277-5387(00)87108-9.
5. ^ a b S. M. Bischoff; R. A. Periana (2010). Inorganic Syntheses. Vol. 35\. p. 173\. doi:10.1002/9780470651568. ISBN 978-0-470-65156-8.
6. ^ "Synthesis of a high-efficiency red phosphorescent emitter for organic light-emitting diodes"
7. ^ "Highly Phosphorescent Bis-Cyclometalated Iridium Complexes: Synthesis, Photophysical Characterization, and Use in Organic Light Emitting Diodes"

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Iridium compounds

Iridium(0)|

* Ir4(CO)12

Iridium(I)|

| Organoiridium(I)|

* IrC8H12C5H5NP(C6H11)3PF6
* IrClCO(P(C6H5)3)2
* KIrI2(CO)2

|

Iridium(II)|

* IrCl2

Iridium(III)|

* IrBr3
* IrCl3
* IrF

* IrI3
* Ir2S3
* Ir(O2C5H7)3
* (NH

3IrCl

* Ir(CN)3−

* Ir2O3

| Organoiridium(III)|

* (IrClC5(CH3)5)2Cl2
* Ir(C9H11)3

|

Iridium(IV)|

* IrBr

* IrF4
* IrCl4
* IrI

* IrO2
* IrS2
* (NH4)2[IrCl6]
* Li2IrO3

Iridium(V)|

* IrF5

Iridium(VI)|

* IrF6
* Sr2MgIrO6
* Sr2CaIrO6
* Ir(O2)O2

Iridium(VII)|

* IrF7

Iridium(VIII/IX)|

* IrO4
* IrO+4

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Metal acetylacetonate complexes

| H(acac) |  |  |  | He

|
|
|
|

Li  | Be  | B  | C  | N  | O  | F  | Ne
Na(acac) | Mg  | Al(acac)3 | Si  | P  | S  | Cl  | Ar
K  | Ca  |  | Sc(acac)3 | Ti(acac)2Cl2
Ti(acac)3 | V(acac)3
VO(acac)2 | Cr(acac)2
Cr(acac)3 | Mn  | Fe(acac)2
Fe(acac)3 | Co(acac)2
Co(acac)3 | [Ni(acac)2]3 | Cu(acac)2 | Zn(acac)2 | Ga(acac)3 | Ge  | As  | Se  | Br  | Kr
Rb  | Sr  |  | Y(acac)3 | Zr(acac)4 | Nb  | MoO2(acac)2 | Tc  | Ru(acac)3 | Rh(acac)(CO)2
Rh(acac)3 | Pd(acac)2 | Ag  | Cd  | In(acac)3 | Sn  | Sb  | Te  | I  | Xe
Cs  | Ba(acac)2 | *  | Lu(acac)3 | Hf(acac)4 | Ta  | W  | Re  | Os  | Ir(acac)3 | Pt(acac)2 | Au  | Hg  | Tl(acac) | Pb  | Bi  | Po  | At  | Rn
Fr  | Ra  | **  | Lr  | Rf  | Db  | Sg  | Bh  | Hs  | Mt  | Ds  | Rg  | Cn  | Nh  | Fl  | Mc  | Lv  | Ts  | Og

*  | La(acac)3 | Ce(acac)3 | Pr(acac)3 | Nd(acac)3 | Pm  | Sm(acac)3 | Eu(fod)3
Eu(acac)3 | Gd(acac)3 | Tb(acac)3 | Dy(acac)3 | Ho(acac)3 | Er(acac)3 | Tm(acac)3 | Yb(acac)3
**  | Ac  | Th  | Pa  | UO2(acac)2 | Np  | Pu  | Am  | Cm  | Bk  | Cf  | Es  | Fm  | Md  | No
*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
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