Cyclooctadiene Rhodium Chloride Dimer
   HOME
*





Cyclooctadiene Rhodium Chloride Dimer
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 catalysis, homogeneous catalysts.Giordano, G.; Crabtree, R. H. “Di-μ-chloro-bis(η4-1,5-cyclooctadiene)dirhodium(I)” Inorganic Syntheses, 1990, volume 28, pages 88-90. Preparation and reactions The synthesis of [RhCl(COD)]2 involves heating a solution of hydrated rhodium trichloride with 1,5-cyclooctadiene in aqueous ethanol in the presence of sodium carbonate: :2 RhCl3·3H2O + 2 COD + 2 CH3CH2OH + 2 Na2CO3 → [RhCl(COD)]2 + 2 acetaldehyde, CH3CHO + 8 H2O + 2 CO2 + 4 NaCl [RhCl(COD)]2 is principally used as a source of the electrophile "[Rh(COD)]+." :[RhCl(COD)]2 + L → [LRh(COD)]+Cl− (where L = PR3, alkene, etc. and = 2 or 3) In this way, Chirality (chemistry), chiral phosphines can be attached to Rh. The resulting chiral complexes ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Organorhodium Compound
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. Stable organorhodium compounds and transient organorhodium intermediates are used as catalyst such as in olefin hydroformylation, olefin hydrogenation, olefin isomerization and the Monsanto process Classification based on principal oxidation states Organometallic rhodium compounds share many characteristics with those of iridium, but less so with cobalt. Rhodium can exist in oxidation states of -III to +V, but rhodium(I) and rhodium(III) are the more common. Rhodium(I) compounds (d8 configuration) usually occur with square planar or trigonal bipyramidal geometries, while rhodium (III) compounds (d6 configuration) typically have an octahedral geometry. Rhodium(0) Rhodium(0) complexes are binary carbonyls, the principal examples being tetrarhodium dodecacarbonyl, Rh4(CO)12, and hexadecacarb ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Asymmetric Hydrogenation
Asymmetric hydrogenation is a chemical reaction that adds two atoms of Hydrogen atom, hydrogen to a target (substrate) molecule with three-dimensional Enantioselective synthesis, spatial selectivity. Critically, this selectivity does not come from the target molecule itself, but from other reagents or catalysts present in the reaction. This allows spatial information (what chemists refer to as chirality) to transfer from one molecule to the target, forming the product as a single enantiomer. The chiral information is most commonly contained in a catalyst and, in this case, the information in a single molecule of catalyst may be transferred to many substrate molecules, amplifying the amount of chiral information present. Similar processes occur in nature, where a chiral molecule like an enzyme can catalyse the introduction of a chiral centre to give a product as a single enantiomer, such as amino acids, that a cell needs to function. By imitating this process, chemists can generate ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Dimers (chemistry)
Dimer may refer to: * Dimer (chemistry), a chemical structure formed from two similar sub-units ** Protein dimer, a protein quaternary structure ** d-dimer * Dimer model, an item in statistical mechanics, based on ''domino tiling'' * Julius Dimer Julius Dimer (1 August 1871 – 20 October 1945) was a German chess master. At the beginning of his career, he played in several mini tournaments (''Quadrangular'') in Germany; at Altona 1897, Elmshorn 1898, Munich 1900, Kiel 1901, Hamburg 1903, ... (1871–1945), German chess master See also * Dimery (botany), having two parts in a distinct whorl of a plant structure * Di (other), a prefix * Dymer (other) * -mer, a suffix * Oligomer * Peierls transition, sometimes called dimerization {{Disambiguation, surname ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Cyclooctadiene Complexes
A cyclooctadiene (sometimes abbreviated COD) is any of several cyclic diene with the formula (CH2)4(C2H2)2. Focusing only on cis derivatives, four isomers are possible: 1,2-, which is an allene, 1,3-, 1,4-, and 1,5-. Commonly encountered isomers are the conjugated isomer 1,3-cyclooctadiene and 1,5-cyclooctadiene, which is used as a ligand for transition metal In chemistry, a transition metal (or transition element) is a chemical element in the d-block of the periodic table (groups 3 to 12), though the elements of group 12 (and less often group 3) are sometimes excluded. They are the elements that ca ...s. These dienes are colorless volatile liquids.Thomas Schiffer, Georg Oenbrink “Cyclododecatriene, Cyclooctadiene, and 4-Vinylcyclohexene” in Ullmann’s Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. References External links1,5-Cyclooctadiene Cycloalkenes Dienes Eight-membered rings {{hydrocarbon-stub ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Homogeneous Catalysis
In chemistry, homogeneous catalysis is catalysis by a soluble catalyst in a solution. Homogeneous catalysis refers to reactions where the catalyst is in the same phase as the reactants, principally in solution. In contrast, heterogeneous catalysis describes processes where the catalysts and substrate are in distinct phases, typically solid-gas, respectively. The term is used almost exclusively to describe solutions and implies catalysis by organometallic compounds. Homogeneous catalysis is an established technology that continues to evolve. An illustrative major application is the production of acetic acid. Enzymes are examples of homogeneous catalysts. Examples Acid catalysis The proton is a pervasive homogeneous catalyst because water is the most common solvent. Water forms protons by the process of self-ionization of water. In an illustrative case, acids accelerate (catalyze) the hydrolysis of esters: :CH3CO2CH3 + H2O CH3CO2H + CH3OH At neutral pH, aqueous solutions of most e ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Cyclooctadiene Iridium Chloride Dimer
Cyclooctadiene iridium chloride dimer is an organoiridium compound with the formula r(μ2-Cl)(COD)sub>2, where COD is the diene 1,5-cyclooctadiene (C8H12). It is an orange-red solid that is soluble in organic solvents. The complex is used as a precursor to other iridium complexes, some of which are used in homogeneous catalysis. The solid is air-stable but its solutions degrade in air. Preparation, structure, reactions The compound is prepared by heating hydrated iridium trichloride and cyclooctadiene in alcohol solvent. In the process, Ir(III) is reduced to Ir(I). In terms of its molecular structure, the iridium centers are square planar as is typical for a d8 complex. The Ir2Cl2 core is folded with a dihedral angle of 86°. The molecule crystallizes in yellow-orange and red-orange polymorphs; the latter one is more common. The complex is widely used precursor to other iridium complexes. A notable derivative is Crabtree's catalyst. The chloride ligands can also be repla ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Bridging Ligand
In coordination chemistry, a bridging ligand is a ligand that connects two or more atoms, usually metal ions. The ligand may be atomic or polyatomic. Virtually all complex organic compounds can serve as bridging ligands, so the term is usually restricted to small ligands such as pseudohalides or to ligands that are specifically designed to link two metals. In naming a complex wherein a single atom bridges two metals, the bridging ligand is preceded by the Greek letter mu, μ, with a subscript number denoting the number of metals bound to the bridging ligand. μ2 is often denoted simply as μ. When describing coordination complexes care should be taken not to confuse μ with η ('eta'), which relates to hapticity. Ligands that are not bridging are called terminal ligands. List of bridging ligands Virtually all ligands are known to bridge, with the exception of amines and ammonia. Common bridging ligands include most of the common anions. Many simple organic ligands form str ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Chlorobis(cyclooctene)rhodium Dimer
Chlorobis(cyclooctene)rhodium dimer is an organorhodium compound with the formula Rh2Cl2(C8H14)4, where C8H14 is ''cis''-cyclooctene. Sometimes abbreviated Rh2Cl2(coe)4, it is a red-brown, air-sensitive solid that is a precursor to many other organorhodium compounds and catalysts. The complex is prepared by treating an alcohol solution of hydrated rhodium trichloride with cyclooctene at room temperature. The coe ligands are easily displaced by other more basic ligands, more so than the diene ligands in the related complex cyclooctadiene rhodium chloride dimer. Catalyst for C-H activation C-H activation is often catalyzed by chlorobis(cyclooctene)rhodium dimer as demonstrated in the synthesis of a strained bicyclic enamine. : The synthesis of a mescaline analogue involves enantioselective annulation of an aryl imine via a C-H activation. The total synthesis of lithospermic acid employs "guided C-H functionalization" late stage to a highly functionalized system. The directing gro ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Phosphines
Phosphine (IUPAC name: phosphane) is a colorless, flammable, highly toxic compound with the chemical formula , classed as a pnictogen hydride. Pure phosphine is odorless, but technical grade samples have a highly unpleasant odor like rotting fish, due to the presence of substituted phosphine and diphosphane (). With traces of present, is spontaneously flammable in air (pyrophoric), burning with a luminous flame. Phosphine is a highly toxic respiratory poison, and is immediately dangerous to life or health at 50 ppm. Phosphine has a trigonal pyramidal structure. Phosphines are compounds that include and the organophosphines, which are derived from by substituting one or more hydrogen atoms with organic groups. They have the general formula . Phosphanes are saturated phosphorus hydrides of the form , such as triphosphane. Phosphine, PH3, is the smallest of the phosphines and the smallest of the phosphanes. History Philippe Gengembre (1764–1838), a student of Lavoisier, f ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Homogeneous Catalysis
In chemistry, homogeneous catalysis is catalysis by a soluble catalyst in a solution. Homogeneous catalysis refers to reactions where the catalyst is in the same phase as the reactants, principally in solution. In contrast, heterogeneous catalysis describes processes where the catalysts and substrate are in distinct phases, typically solid-gas, respectively. The term is used almost exclusively to describe solutions and implies catalysis by organometallic compounds. Homogeneous catalysis is an established technology that continues to evolve. An illustrative major application is the production of acetic acid. Enzymes are examples of homogeneous catalysts. Examples Acid catalysis The proton is a pervasive homogeneous catalyst because water is the most common solvent. Water forms protons by the process of self-ionization of water. In an illustrative case, acids accelerate (catalyze) the hydrolysis of esters: :CH3CO2CH3 + H2O CH3CO2H + CH3OH At neutral pH, aqueous solutions of most e ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Chirality (chemistry)
In chemistry, a molecule or ion is called chiral () if it cannot be superposed on its mirror image by any combination of rotation (geometry), rotations, translation (geometry), translations, and some Conformational isomerism, conformational changes. This geometric property is called chirality (). The terms are derived from Ancient Greek χείρ (''cheir'') 'hand'; which is the canonical example of an object with this property. A chiral molecule or ion exists in two stereoisomers that are mirror images of each other, called enantiomers; they are often distinguished as either "right-handed" or "left-handed" by their absolute configuration or some other criterion. The two enantiomers have the same chemical properties, except when reacting with other chiral compounds. They also have the same physics, physical properties, except that they often have opposite optical activity, optical activities. A homogeneous mixture of the two enantiomers in equal parts is said to be racemic mixtu ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]