Acetylacetone is an organic compound with the chemical formula CH3−C(=O)−CH2−C(=O)−CH3. It is classified as a 1,3-diketone. It exists in equilibrium with a tautomer CH3−C(=O)−CH=C(−OH)−CH3. The mixture is a colorless liquid. These tautomers interconvert so rapidly under most conditions that they are treated as a single compound in most applications. Acetylacetone is a building block for the synthesis of many coordination complexes as well as heterocyclic compounds.
Wilkinson's catalyst (chloridotris(triphenylphosphene)rhodium(I)) is a coordination complex of rhodium with the formula [RhCl(PPh3)3], where 'Ph' denotes a phenyl group. It is a red-brown colored solid that is soluble in hydrocarbon solvents such as benzene, and more so in tetrahydrofuran or chlorinated solvents such as dichloromethane. The compound is widely used as a catalyst for hydrogenation of alkenes. It is named after chemist and Nobel laureate Sir Geoffrey Wilkinson, who first popularized its use.
Rhodium(III) chloride refers to inorganic compounds with the formula RhCl3(H2O)n, where n varies from 0 to 3. These are diamagnetic solids featuring octahedral Rh(III) centres. Depending on the value of n, the material is either a dense brown solid or a soluble reddish salt. The soluble trihydrated (n = 3) salt is widely used to prepare compounds used in homogeneous catalysis, notably for the industrial production of acetic acid and hydroformylation.
Cyclooctadiene rhodium chloride dimer is the organorhodium compound with the formula Rh2Cl2(C8H12)2, commonly abbreviated [RhCl(COD)]2 or Rh2Cl2(COD)2. This yellow-orange, air-stable compound is a widely used precursor to homogeneous catalysts.
Organoiridium chemistry is the chemistry of organometallic compounds containing an iridium-carbon chemical bond. Organoiridium compounds are relevant to many important processes including olefin hydrogenation and the industrial synthesis of acetic acid. They are also of great academic interest because of the diversity of the reactions and their relevance to the synthesis of fine chemicals.
Organorhodium chemistry is the chemistry of organometallic compounds containing a rhodium-carbon chemical bond, and the study of rhodium and rhodium compounds as catalysts in organic reactions.
Rhodocene is a chemical compound with the formula [Rh(C5H5)2]. Each molecule contains an atom of rhodium bound between two planar aromatic systems of five carbon atoms known as cyclopentadienyl rings in a sandwich arrangement. It is an organometallic compound as it has (haptic) covalent rhodium–carbon bonds. The [Rh(C5H5)2] radical is found above 150 °C (302 °F) or when trapped by cooling to liquid nitrogen temperatures (−196 °C [−321 °F]). At room temperature, pairs of these radicals join via their cyclopentadienyl rings to form a dimer, a yellow solid.
Metal acetylacetonates are coordination complexes derived from the acetylacetonate anion (CH
3COCHCOCH−
3) and metal ions, usually transition metals. The bidentate ligand acetylacetonate is often abbreviated acac. Typically both oxygen atoms bind to the metal to form a six-membered chelate ring. The simplest complexes have the formula M(acac)3 and M(acac)2. Mixed-ligand complexes, e.g. VO(acac)2, are also numerous. Variations of acetylacetonate have also been developed with myriad substituents in place of methyl (RCOCHCOR′−). Many such complexes are soluble in organic solvents, in contrast to the related metal halides. Because of these properties, acac complexes are sometimes used as catalyst precursors and reagents. Applications include their use as NMR "shift reagents" and as catalysts for organic synthesis, and precursors to industrial hydroformylation catalysts. C
5H
7O−
2 in some cases also binds to metals through the central carbon atom; this bonding mode is more common for the third-row transition metals such as platinum(II) and iridium(III).
Carbonyl hydrido tris(triphenylphosphine)rhodium(I) [Carbonyl(hydrido)tris(triphenylphosphane)rhodium(I)] is an organorhodium compound with the formula [RhH(CO)(PPh3)3] (Ph = C6H5). It is a yellow, benzene-soluble solid, which is used industrially for hydroformylation.
Europium acetylacetonate is a coordination complex with formula Eu(C5H7O2)3. Although this anhydrous acetylacetonate complex is widely discussed, some sources suggest that it is really the dihydrate Eu(C5H7O2)3(H2O)2.
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.
Rhodium carbonyl chloride is an organorhodium compound with the formula Rh2Cl2(CO)4. It is a red-brown volatile solid that is soluble in nonpolar organic solvents. It is a precursor to other rhodium carbonyl complexes, some of which are useful in homogeneous catalysis.
Pentamethylcyclopentadienyl rhodium dichloride dimer is an organometallic compound with the formula [(C5(CH3)5RhCl2)]2, commonly abbreviated [Cp*RhCl2]2 This dark red air-stable diamagnetic solid is a reagent in organometallic chemistry.
Hydridotetrakis(triphenylphosphine)rhodium(I) is the coordination complex with the formula HRh[P(C6H5)3]4. It consists of a Rh(I) center complexed to four triphenylphosphine (PPh3) ligands and one hydride. The molecule has idealized C3v symmetry. The compound is a homogeneous catalyst for hydrogenation and related reactions. It is a yellow solid that dissolves in aromatic solvents.
Rhodium acetylacetonate is the coordination complex with the formula Rh(C5H7O2)3, which is sometimes known as Rh(acac)3. The molecule has D3-symmetry. It is a yellow-orange solid that is soluble in organic solvents.
Chromium(II) acetylacetonate is the coordination compound with the formula Cr(O2C5H7)2. It is the homoleptic acetylacetonate complex of chromium(II). It is an air-sensitive, paramagnetic yellow brown solid. According to X-ray crystallography, the Cr center is square planar. In contrast to the triplet ground state for this complex, the bis(pyridine) adduct features noninnocent acac2- ligand attached to Cr(III).
Sodium acetylacetonate is an organic compound with the nominal formula Na[CH(C(O)CH3)2]. This white, water-soluble solid is the conjugate base of acetylacetone.
Neodymium(III) acetylacetonate is a coordination compound with the chemical formula Nd(O2C5H7)3. Although many sources discuss this anhydrous acetylacetonate complex, it is the dihydrate Nd(O2C5H7)3(H2O)2 that has been characterized by X-ray crystallography. It commonly occurs as a white powder. Upon heating under vacuum, other dihydrated lanthanide trisacetylacetonates convert to oxo-clusters M4O(C5H7O2)10. This result suggests that Nd(O2C5H7)3 may not exist.
Zinc acetylacetonate is an acetylacetonate complex of zinc, with the chemical formula of Zn(C5H7O2)2. The compound is in fact a trimer, Zn3(acac)6, in which each Zn ion is coordinated by five oxygen atoms in a distorted trigonal bipyramidal structure.
Praseodymium acetylacetonate is a coordination complex with the formula Pr(C3H7O2)3. This purported anhydrous acetylacetonate complex is widely discussed but only the dihydrate Pr(C3H7O2)3(H2O)2 has been characterized by X-ray crystallography.
