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Merck
CN

685062

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

crystals

Synonym(s):

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

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About This Item

Linear Formula:
[Ir(OCH3)(C8H12)]2
CAS Number:
Molecular Weight:
662.86
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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Product Name

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

form

crystals

Quality Level

reaction suitability

core: iridium, reagent type: catalyst
reaction type: C-H Activation

mp

154-179 °C (D)

storage temp.

−20°C

SMILES string

C[O+]1[Ir-]2[O+](C)[Ir-]12.C3CC=CCCC=C3.C4CC=CCCC=C4

InChI

1S/2C8H12.2CH3O.2Ir/c2*1-2-4-6-8-7-5-3-1;2*1-2;;/h2*1-2,7-8H,3-6H2;2*1H3;;/q;;2*+1;2*-1/b2*2-1-,8-7-;;;;

InChI key

BGWIAAATAAWGOI-MIXQCLKLSA-N

Application

A powerful C-H activation catalyst to prepare phenols from arenes
Catalyst for:
  • Preparation of heteroaryl fused indole ring systems as inhibitors of HCV NS5B polymerase
  • Borylation/Suzuki-Miyaura coupling
  • Metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls
  • Tetraborylation reactions
  • Highly regio- and enantioselective asymmetric hydroboration
  • Ortho-silylation of aryl ketone, benzaldehyde, and benzyl alcohol derivatives via C-H activation


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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Articles

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


Direct C?H borylation and C?H arylation of pyrrolo [2, 3-d] pyrimidines: synthesis of 6, 8-disubstituted 7-deazapurines.
Klecka M, et al.
Organic & Biomolecular Chemistry, 7(5), 866-868 (2009)
Catalytic functionalization of unactivated primary C?H bonds directed by an alcohol.
Simmons E, et al.
Nature, 483(7387), 70-70 (2012)
Ir?Catalyzed Borylation of C H Bonds in N?Containing Heterocycles: Regioselectivity in the Synthesis of Heteroaryl Boronate Esters.
Mkhalid I, et al.
Angewandte Chemie (International Edition in English), 45(3), 489-491 (2006)



Global Trade Item Number

SKUGTIN
685062-250MG04061833564929
685062-25G04061833490624
685062-1G04061832758848