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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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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)
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)
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)

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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