Ruthenium(III) acetylacetonate

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Ruthenium(III) acetylacetonate
Names
IUPAC name
Tris(acetylacetonato)ruthenium(III)
Other names
Ru(acac)3; Ruthenium(III) 2,4-Pentanedionate; Ruthenium(III) acetylacetonato, 2,4-pentanedione ruthenium(III)
Identifiers
3D model (
JSmol
)
ECHA InfoCard
 100.034.705 Edit this at Wikidata
EC Number
  • 238-193-0
  • InChI=1S/3C5H8O2.Ru/c3*1-4(6)3-5(2)7;/h3*3H2,1-2H3;
    Key: GNHBILLJFGEMKL-UHFFFAOYSA-N
  • CC(=O)CC(=O)C.CC(=O)CC(=O)C.CC(=O)CC(=O)C.[Ru]
Properties
(C5H7O2)3Ru
Molar mass 398.39 g/mol
Appearance Dark violet solid
Density 1.54 g/cm3[1]
Melting point 260 °C (500 °F; 533 K)
insoluble in water
Solubility soluble in most organic solvents
Hazards[2]
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H315, H319, H335, H413
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ruthenium(III) acetylacetonate is a

acetylacetonate. This compound exists as a dark violet solid that is soluble in most organic solvents.[3]
It is used as a precursor to other compounds of ruthenium.

Preparation

In 1914 tris(acetylacetonato)ruthenium(III) was first prepared by the reaction of ruthenium(III) chloride and acetylacetone in the presence of potassium bicarbonate.[4] Since then, alternative synthetic routes have been examined, but the original procedure remains useful with minor variations:[5]

RuCl3•3H2O + MeCOCH2COMe → Ru(acac)3 + 3 HCl + 3 H2O

Structure and properties

This compound has idealized D3 symmetry. Six oxygen atoms surround the central ruthenium atom in an octahedral arrangement. The average Ru-O bond length in Ru(acac)3 is 2.00 Å.

ferrocenium couple.[7]

Reduction of Ru(acac)3 in the presence of

alkenes affords the related diolefin complexes. Typically, such reactions are conducted with zinc amalgam in moist tetrahydrofuran:[8]

2 Ru(acac)3 + 4 alkene + Zn → 2 Ru(acac)2(alkene)2 + Zn(acac)2

The resulting compounds are rare examples of metal-alkene complexes that reversibly sustain oxidation:

Ru(acac)2(alkene)2 ⇌ [Ru(acac)2(alkene)2]+ + e−

The complex has been resolved into individual enantiomers by separation of its adduct with dibenzoyltartaric acid.[9]

References

  1. ^
    doi:10.1107/S0567740873007636
    .
  2. ^ "C&L Inventory". echa.europa.eu.
  3. ISBN 0-12-488150-5
    .
  4. ^ Barbieri, G. A. (1914). "Systematic chemical investigations: ruthenium, rhodium, palladium". Atti Accad, Lincei. 23 (1): 334–40.
  5. ISSN 0376-4710
    .
  6. doi:10.1016/0022-1902(66)80398-6
    .
  7. doi:10.1021/ja00103a027
    .
  8. doi:10.1016/j.jorganchem.2004.07.027
    .
  9. doi:10.1016/S0277-5387(00)87108-9
    .
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