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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Versatile Pd (II)-Catalyzed C? H Activation/Aryl? Aryl Coupling of Benzoic and Phenyl Acetic Acids.
Koda K, et al.
Chemistry Letters (Jpn), 38(8), 838-839 (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)
Alkylation of active methylene compounds with alcohols catalyzed by an iridium complex.
Morita M, et al.
Chemical Communications (Cambridge, England), 27, 2850-2852 (2007)
Intermolecular, catalytic asymmetric hydroamination of bicyclic alkenes and dienes in high yield and enantioselectivity.
Zhou J and Hartwig J F
Journal of the American Chemical Society, 130(37), 12220-12221 (2008)

Articles

Arylboronic acids and esters, vital tools in chemical transformations, find extensive use, particularly in the Suzuki-Miyaura cross-coupling reaction.

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