Chlorobis(cyclooctene)iridium dimer

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Chlorobis(cyclooctene)iridium dimer
Ir2Cl2(coe)4corrected.png
Names
IUPAC name
Chlorobis(cyclooctene)iridium(I) dimer
Other names
Di-μ-chlorotetrakis(cyclooctene)diiridium(I), [Ir(coe)2Cl]2
Identifiers
  • 12246-51-4
3D model (JSmol)
ECHA InfoCard 100.159.657 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
  • InChI=1S/4C8H14.2ClH.2Ir/c4*1-2-4-6-8-7-5-3-1;;;;/h4*1-2H,3-8H2;2*1H;;/p-2/b4*2-1-;;;;
    Key: CJJIQMGSHWWMCK-XFCUKONHSA-L
  • C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.C1CCCC=CCC1.[Cl-].[Cl-].[Ir].[Ir]
Properties
C32H56Cl2Ir2
Molar mass 896.13
Appearanceyellow solid
Melting point 160-165 °C
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H335 [1]
P261, P280, P304+P340, P305+P351+P338, P321, P332+P313, P362, P403+P233, P405, P501 [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Chlorobis(cyclooctene)iridium dimer is an organoiridium compound with the formula Ir2Cl2(C8H14)4, where C8H14 is cis-cyclooctene. Sometimes abbreviated Ir2Cl2(coe)4, it is a yellow, air-sensitive solid that is used as a precursor to many other organoiridium compounds and catalysts.

The compound is prepared by heating an alcohol solution of sodium hexachloroiridate with cyclooctene in ethanol. [2] The coe ligands are easily displaced by other more basic ligands, more so than the diene ligands in the related complex cyclooctadiene iridium chloride dimer. For example, with triphenylphosphine (PPh3), it reacts to give IrCl(PPh3)3: [3]

Ir2Cl2(C8H14)4 + 6 PPh3 → 2 IrCl(PPh3)3 + 4 C8H14

Related Research Articles

Wilkinsons catalyst Chemical compound

Wilkinson's catalyst is the common name for chloridotris(triphenylphosphine)rhodium(I), a coordination complex of rhodium with the formula [RhCl(PPh3)3] (Ph = phenyl). 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.

Vaskas complex Chemical compound

Vaska's complex is the trivial name for the chemical compound trans-carbonylchlorobis(triphenylphosphine)iridium(I), which has the formula IrCl(CO)[P(C6H5)3]2. This square planar diamagnetic organometallic complex consists of a central iridium atom bound to two mutually trans triphenylphosphine ligands, carbon monoxide and a chloride ion. The complex was first reported by J. W. DiLuzio and Lauri Vaska in 1961. Vaska's complex can undergo oxidative addition and is notable for its ability to bind to O2 reversibly. It is a bright yellow crystalline solid.

Rhodium(III) chloride Chemical compound

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.

Iridium(III) chloride Chemical compound

Iridium(III) chloride is the inorganic compound with the formula IrCl3. The anhydrous compound is relatively rare, but the related hydrate is useful for preparing other iridium compounds. The anhydrous salt is a dark green crystalline solid. More commonly encountered is the trihydrate IrCl3(H2O)3.

Tetrakis(triphenylphosphine)platinum(0) Chemical compound

Tetrakis(triphenylphosphine)platinum(0) is the chemical compound with the formula Pt(P(C6H5)3)4, often abbreviated Pt(PPh3)4. The bright yellow compound is used as a precursor to other platinum complexes.

Cyclooctadiene rhodium chloride dimer Chemical compound

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.

Tetraphenylphosphonium chloride Chemical compound

Tetraphenylphosphonium chloride is the chemical compound with the formula (C6H5)4PCl, abbreviated Ph4PCl or PPh4Cl. Tetraphenylphosphonium and especially tetraphenylarsonium salts were formerly of interest in gravimetric analysis of perchlorate and related oxyanions. This colourless salt is used to generate lipophilic salts from inorganic and organometallic anions. Thus, Ph4P+ is useful as a phase-transfer catalyst, again because it allows inorganic anions to dissolve in organic solvents.

Martin Arthur Bennett FRS is an Australian inorganic chemist. He gained recognition for studies on the co-ordination chemistry of tertiary phosphines, olefins, and acetylenes, and the relationship of their behaviour to homogeneous catalysis.

Organoiridium compound

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.

Chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium Chemical compound

Chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium is the organoruthenium half-sandwich compound with formula RuCl(PPh3)2(C5H5). It as an air-stable orange crystalline solid that is used in a variety of organometallic synthetic and catalytic transformations. The compound has idealized Cs symmetry. It is soluble in chloroform, dichloromethane, and acetone.

Dimethylphenylphosphine Chemical compound

Dimethylphenylphosphine is an organophosphorus compound with a formula P(C6H5)(CH3)2. The phosphorus is connected to a phenyl group and two methyl groups, making it the simplest aromatic alkylphosphine. It is colorless air sensitive liquid. It is a member of series (CH3)3-n(C6H5)2P that also includes n = 0, n = 2, and n = 3 that are often employed as ligands in metal phosphine complexes.

Organoplatinum chemistry is the chemistry of organometallic compounds containing a carbon to platinum chemical bond, and the study of platinum as a catalyst in organic reactions. Organoplatinum compounds exist in oxidation state 0 to IV, with oxidation state II most abundant. The general order in bond strength is Pt-C (sp) > Pt-O > Pt-N > Pt-C (sp3). Organoplatinum and organopalladium chemistry are similar, but organoplatinum compounds are more stable and therefore less useful as catalysts.

Organorhodium chemistry

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.

Metal-phosphine complex

A metal-phosphine complex is a In coordination complex containing one or more phosphine ligands. Almost always, the phosphine is an organophosphine of the type R3P (R = alkyl, aryl). Metal phosphine complexes are useful in homogeneous catalysis. Prominent examples of metal phosphine complexes include Wilkinson's catalyst (Rh(PPh3)3Cl), Grubbs' catalyst, and tetrakis(triphenylphosphine)palladium(0).

Cyclooctadiene iridium chloride dimer Chemical compound

Cyclooctadiene iridium chloride dimer is an organoiridium compound with the formula [Ir(μ2-Cl)(COD)]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.

Chlorobis(cyclooctene)rhodium dimer Chemical compound

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.

Chlorobis(ethylene)rhodium dimer Chemical compound

Chlorobis(ethylene)rhodium dimer is an organorhodium compound with the formula Rh2Cl2(C2H4)4. It is a red-orange solid that is soluble in nonpolar organic solvents. The molecule consists of two bridging chloride ligands and four ethylene ligands. The ethylene ligands are labile and readily displaced even by other alkenes. A variety of homogeneous catalysts have been prepared from this complex.

Rhodium carbonyl chloride Chemical compound

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.

Bis(triphenylphosphine)rhodium carbonyl chloride Chemical compound

Bis(triphenylphosphine)rhodium carbonyl chloride is the organorhodium complex with the formula [RhCl(CO)(PPh3)2]. This complex of rhodium(I) is a bright yellow, air-stable solid. It is the Rh analogue of Vaska's complex, the corresponding iridium complex. With regards to its structure, the complex is square planar with mutually trans triphenylphosphine (PPh3) ligands. The complex is a versatile homogeneous catalyst.

(Benzene)ruthenium dichloride dimer Chemical compound

(Benzene)ruthenium dichloride dimer is the organoruthenium compound with the formula [(C6H6)RuCl2]2. This red-coloured, diamagnetic solid is a reagent in organometallic chemistry and homogeneous catalysis.

References

  1. 1 2 "Chlorobis(cyclooctene)iridium Dimer SDS". American Elements . Retrieved 2018-08-24.
  2. van der Ent, A.; Onderdelinden, A. L. (1973). "Chlorobis(cyclooctene)rhodium(I) and -Iridium(I) Complexes". Inorganic Syntheses. 14: 92–95. doi:10.1002/9780470132456.ch18.
  3. Bennett, M. A.; Latten, J. L. (1989). "An Iridium(III) Complex Containing Cyclometallated Triphenylphosphine Formed by Isomerization of an Iridium(I) Triphenylphosphine Complex". Inorganic Syntheses. 26: 200–203. doi:10.1002/9780470132579.ch35.