Iridium acetylacetonate

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Iridium acetylacetonate
Ir(acac)3.png
Names
IUPAC name
Tris(acetylacetonato)iridium(III)
Systematic IUPAC name
Tris[(Z)-4-oxopent-2-en-2-olato-κ2O,O′]iridium(III)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.036.086 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 239-711-8
PubChem CID
  • InChI=1S/3C5H8O2.Ir/c3*1-4(6)3-5(2)7;/h3*3H2,1-2H3;
    Key: ORBAMVQDIYATLY-UHFFFAOYSA-N
  • CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].CC(=O)C=C(C)[O-].[Ir+3]
Properties
C15H21IrO6
Molar mass 489.544 g·mol−1
Appearanceorange 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).

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.

Contents

Preparation and isomerism

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" C-bondedIr-acac.png
Structures of C-bonded "Ir(acac)3"

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. [6] [7]

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

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. 1 2 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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