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377155

Sigma-Aldrich

Chlorobis(cyclooctene)iridium(I)dimer

97%

Synonym(s):

[Ir(coe)2Cl]2, Di-μ-chlorotetrakis(cyclooctene)diiridium

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About This Item

Empirical Formula (Hill Notation):
C32H56Cl2Ir2
CAS Number:
Molecular Weight:
896.13
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

reaction suitability

core: iridium
reagent type: catalyst

mp

160-165 °C (dec.) (lit.)

SMILES string

Cl[Ir].Cl[Ir].[CH]1[CH]CCCCCC1.[CH]2[CH]CCCCCC2.[CH]3[CH]CCCCCC3.[CH]4[CH]CCCCCC4

InChI

1S/4C8H14.2ClH.2Ir/c4*1-2-4-6-8-7-5-3-1;;;;/h4*1-2H,3-8H2;2*1H;;/q;;;;;;2*+1/p-2/b4*2-1-;;;;

InChI key

WBRREXQCZAFSKS-XFCUKONHSA-L

Application

Catalyst for:
  • Isomerization-hydroboration reactions with nido-carboranyldiphosphine as stabilizing ligand
  • Hydrogen peroxide oxidation of hydroxamic acids and their subsequent hetero Diels-Alder cycloaddition reactions
  • Immobilization of organic functional groups onto solid supports through vinylsilane coupling reactions
  • Alkylation reactions
  • Guerbet reaction
  • Allylic amination reactions in a DNA-diene-iridium(I) hybrid system
  • Asymmetric hydroamination reactions
Chlorobis(cyclooctene)iridium(I)dimer can be used as a catalyst for:
  • Isomerization-hydroboration reactions with nido-carboranyldiphosphine as stabilizing ligand.
  • Hydrogen peroxide oxidation of hydroxamic acids and their subsequent hetero Diels-Alder cycloaddition reactions.
  • Immobilization of organic functional groups onto solid supports through vinylsilane coupling reactions.
  • Alkylation reactions.
  • Guerbet reaction.
  • Allylic amination reactions using a DNA-diene-iridium(I) hybrid system.
  • Asymmetric hydroamination reactions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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An efficient and recyclable catalytic system comprising nano-iridium (0) and a pyridinium salt of nido-carboranyldiphosphine for the synthesis of one-dimensional boronate esters via hydroboration reaction.
Zhu Y, et al.
Organometallics, 31(7), 2589-2596 (2011)
Alkylation of active methylene compounds with alcohols catalyzed by an iridium complex.
Morita M, et al.
Chemical Communications (Cambridge, England), 27, 2850-2852 (2007)
Allylic amination by a DNA?diene?iridium (I) hybrid catalyst.
Fournier P, et al.
Angewandte Chemie (International Edition in English), 48(24), 4426-4429 (2009)
Transition-metal-catalyzed immobilization of organic functional groups onto solid supports through vinylsilane coupling reactions.
Park J W and Jun C H
Journal of the American Chemical Society, 132(21), 7268-7269 (2010)
Iridium (I)-catalyzed hydrogen peroxide oxidation of hydroxamic acids and hetero Diels?Alder reaction of the acyl nitroso intermediates with cyclopentadiene.
Iwasa S, et al.
Tetrahedron Letters, 43(35), 6159-6161 (2002)

Articles

Arylboronic acids and esters are invaluable tools for the chemical community. These powerful reagents are used for a variety of transformations, most notably the Suzuki-Miyaura cross-coupling reaction.

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