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Bis(1,5-cyclooctadiene)diiridium(I) Dichloride

Catalog Number
ACM12112673-6
Product Name
Bis(1,5-cyclooctadiene)diiridium(I) Dichloride
Structure
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CAS
12112-67-3
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Synonyms
Di(μ-chloro)bis(1,5-cyclooctadiene)diiridium(I),[Ir(cod)Cl]2,(1Z,5Z)-cycloocta-1,5-dieneiridiumdichloride;Di-μ-chlorobis((1,2,5,6-η)cycloocta-1,5-diene)diiridium;Double-bondstereo-Double-bondstereoChloroiridium-cycloocta-1,5-diene(1:1);1,5-Cyclooctadiene,(1Z,5Z)-,iridium(1+)salt,hydrochlor
IUPAC Name
(1Z,5Z)-cycloocta-1,5-diene;iridium;dichloride
Molecular Weight
671.7
Molecular Formula
C16H24Cl2Ir2
Canonical SMILES
C1CC=CCCC=C1.C1CC=CCCC=C1.[Cl-].[Cl-].[Ir].[Ir]
InChI
InChI=1S/2C8H12.2ClH.2Ir/c2*1-2-4-6-8-7-5-3-1;;;;/h2*1-2,7-8H,3-6H2;2*1H;;/q;;;;2*+1/p-2/b2*2-1-,8-7-;;;;
InChI Key
ZFOUDQNHNLDNLD-MIXQCLKLSA-L
Melting Point
190 ℃
Purity
99% | 99.9% | 99.99% | 99.999%
Appearance
Orange to dark red powder or crystals
Complexity
72.6
Covalently-Bonded Unit Count
6
EC Number
235-170-7
Exact Mass
670.04902g/mol
Formal Charge
-2
H-Bond Acceptor
2
H-Bond Donor
0
Heavy Atom Count
20
MDL Number
MFCD00012414
Monoisotopic Mass
672.05135g/mol
Rotatable Bond Count
0
Application
Bis(1,5-cyclooctadiene)diiridium(I) dichloride serves a pivotal role in the realm of homogeneous catalysis, functioning as an essential precursor to a host of iridium complexes. These complexes are instrumental in a variety of catalytic reactions, such as carbonylation, hydrosilylation, hydroformylation, asymmetric allylic substitutions, metathesis, and chiral catalysis. This compound is notably utilized in creating Crabtree's catalyst, which is crucial for hydrogenation and hydrogen-transfer processes. Additionally, it contributes to the development of catalysts for the asymmetric hydrogenation of tri- and tetrasubstituted olefins, the enantioselective reduction of imines, allylic alkylation, and allylic amination and etherification. Furthermore, it facilitates the reaction of aroyl chlorides with internal alkynes to yield substituted naphthalenes and anthracenes, and supports the Ir-catalyzed addition of acid chlorides to terminal alkynes. The compound also enables intramolecular hydroamination of unactivated alkenes with secondary alkyl- and arylamines, enantioselective [2+2] cycloaddition, silyl-directed ortho-borylation of arenes, Ir-catalyzed cross-coupling of styrene derivatives with allylic carbonates, and transfer hydrogenative C-C coupling, underscoring its versatility and importance in modern chemical synthesis.
January 16, 2025

Reliable Catalyst Precursor for Complex Organic Syntheses

As a researcher, I found Bis(1,5-cyclooctadiene)diiridium(I) Dichloride invaluable for synthesizing diverse iridium catalysts in homogeneous catalysis. Its role in asymmetric hydrogenation and complex C-C coupling was particularly effective.

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