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Iridium acetylacetonate

Identifiers
CAS Number	15635-87-7
3D model (JSmol)	Interactive image
ECHA InfoCard	100.036.086
PubChem CID	16212107
CompTox Dashboard (EPA)	DTXSID40935428
SMILES CC(=O)C=C(C).CC(=O)C=C(C).CC(=O)C=C(C).
Properties
Chemical formula	C15H21IrO6
Molar mass	489.544 g·mol
Appearance	orange solid
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 , 100 kPa). Infobox references

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. It is a yellow-orange solid that is soluble in organic solvents.

Preparation and isomerism

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

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

Uses

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.

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

References

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. ^ S. M. Bischoff; R. A. Periana (2010). Oxygen and Carbon Bound Acetylacetonato Iridium(III) Complexes. 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"

• Iridium compounds
• Acetylacetonate complexes