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(1,5-Cyclooctadiene)(methoxy)iridium(I) dimer

685062

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Synonym: Bis(1,5-cyclooctadiene)di-μ-methoxydiiridium(I), [Ir(OMe)(1,5-cod)]2

Properties

Related CategoriesCatalysis and Inorganic Chemistry, Chemical Synthesis, Iridium
mp154-179 °C (D)

Description

Packaging

1 g in glass btl

250 mg in glass btl

Application

Catalyst for:
• Preparation of heteroaryl fused indole ring systems as inhibitors of HCV NS5B polymerase1
• Borylation/Suzuki-Miyaura coupling2
• Metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls3
• Tetraborylation reactions4
• Highly regio- and enantioselective asymmetric hydroboration5
• Ortho-silylation of aryl ketone, benzaldehyde, and benzyl alcohol derivatives via C-H activation6

Citation

A powerful C-H activation catalyst for preparation of phenols, from arenes.7

Price and Availability


Documents

Certificate of Analysis

Structure Search
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Safety Information

SymbolGHS07  GHS07
Signal wordWarning
Hazard statementsH315-H319-H335
Precautionary statementsP261-P305 + P351 + P338
Personal Protective Equipmentdust mask type N95 (US), Eyeshields, Gloves
Hazard CodesXi
Risk Statements36/37/38
Safety Statements26
WGK Germany3
Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Articles

Ir(I)-Catalyzed C–H Borylation

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 reactio...
Josephine Nakhla
Chemfiles Volume 11 Article 1
Keywords: Catalysis, Coupling reactions, Cross couplings, Infrared spectroscopy, PAGE

References

1. Ding, M.; et al., The synthesis of novel heteroaryl-fused 7,8,9,10-tetrahydro-6H-azepino[1,2-a]indoles, 4-oxo-2,3-dihydro-1H-[1,4]diazepino[1,7-a]indoles and 1,2,4,5-tetrahydro-[1,4]oxazepino[4,5-a]indoles. Effective inhibitors of HCV NS5B polymerase Org. Biomolecular Chem. 9, 6654, (2011)

2. Swartz, D. L., II; et al., Synthesis and hydroamination catalysis with 3-aryl substituted pyrrolyl and dipyrrolylmethane titanium(iv) complexes Dalton Trans. 40, 7762, (2011)

3. Schneider, C.; et al., Directed ortho-Metalation-Cross-Coupling Strategies. One-Pot Suzuki Reaction to Biaryl and Heterobiaryl Sulfonamides Org. Lett. 13, 3588, (2011)

4. Teraoka, T.; et al., Iridium-Catalyzed Direct Tetraborylation of Perylene Bisimides Org. Lett. 13, 2532, (2011)

5. Mazet, C.; Gerard, D., Highly regio- and enantioselective catalytic asymmetric hydroboration of a-substituted styrenyl derivatives Chem. Commun. (Camb.) 47, 298, (2011)

6. Simmons, E. M.; Hartwig, J. F., Iridium-catalyzed arene ortho-silylation by formal hydroxyl-directed C-H activation J. Am. Chem. Soc. 132, 17092, (2010)

7. Maleczka, R.E., Jr. et al. J. Am. Chem. Soc. 125, 7792, (2003) Abstract


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