Ruthenium(III) acetylacetonate is a
coordination complex
A coordination complex is a chemical compound consisting of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of chemical bond, bound molecules or ions, that are in turn known as ' ...
with the formula
Ru(O
2C
5H
7)
3. O
2C
5H
7− is the ligand called
acetylacetonate. This compound exists as a dark red solid that is soluble in most organic solvents. 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
Acetylacetone is an organic compound with the chemical formula . It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer . The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that ...
in the presence of
potassium bicarbonate
Potassium bicarbonate ( IUPAC name: potassium hydrogencarbonate, also known as potassium acid carbonate) is the inorganic compound with the chemical formula KHCO3. It is a white solid.
Production and reactivity
It is manufactured by treating an ...
. Since then, alternative synthetic routes have been examined, but the original procedure remains useful with minor variations:
:RuCl
3•3H
2O + MeCOCH
2COMe → Ru(acac)
3 + 3 HCl + 3 H
2O
Structure and properties
This compound has idealized D
3 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.
[ Because Ru(acac)3 is low spin, there is one unpaired ''d'' electron, causing this compound to be paramagnetic. Ru(acac)3 has a magnetic susceptibility, χM, of 3.032×10−6 cm3/mol with an effective magnetic moment, μeff, of 1.66 μB. As a solution in ]dimethylformamide
Dimethylformamide, DMF is an organic compound with the chemical formula . Its structure is . Commonly abbreviated as DMF (although this initialism is sometimes used for 2,5-dimethylfuran, dimethylfuran, or dimethyl fumarate), this colourless liqui ...
, the compound oxidizes at 0.593 and reduces at -1.223 V vs the ferrocene
Ferrocene is an organometallic chemistry, organometallic compound with the formula . The molecule is a Cyclopentadienyl complex, complex consisting of two Cyclopentadienyl anion, cyclopentadienyl rings sandwiching a central iron atom. It is an o ...
/ferrocenium
Ferrocenium tetrafluoroborate is an organometallic compound with the formula e(C5H5)2F4. This salt is composed of the cation e(C5H5)2sup>+ and the tetrafluoroborate anion (). The related hexafluorophosphate is also a popular reagent with simi ...
couple.
Reduction of Ru(acac)3 in the presence of alkenes
In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as Alpha-olefin, α-olefins.
The Internationa ...
affords the related diolefin complexes. Typically, such reactions are conducted with zinc
Zinc is a chemical element; it has symbol Zn and atomic number 30. It is a slightly brittle metal at room temperature and has a shiny-greyish appearance when oxidation is removed. It is the first element in group 12 (IIB) of the periodic tabl ...
amalgam
Amalgam most commonly refers to:
* Amalgam (chemistry), mercury alloy
* Amalgam (dentistry), material of silver tooth fillings
** Bonded amalgam, used in dentistry
Amalgam may also refer to:
* Amalgam Comics, a publisher
* Amalgam Digital, an in ...
in moist tetrahydrofuran
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is ...
:
: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 2(alkene)2">u(acac)2(alkene)2sup>+ + e−
The complex has been resolved into individual enantiomer
In chemistry, an enantiomer (Help:IPA/English, /ɪˈnænti.əmər, ɛ-, -oʊ-/ Help:Pronunciation respelling key, ''ih-NAN-tee-ə-mər''), also known as an optical isomer, antipode, or optical antipode, is one of a pair of molecular entities whi ...
s by separation of its adduct with dibenzoyltartaric acid.
References
{{Acetylacetonate complexes
Ruthenium complexes
Acetylacetonate complexes
Ruthenium(III) compounds