Cas no 627878-09-5 (Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer)

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer is a well-defined, air-stable palladium-N-heterocyclic carbene (NHC) complex, widely utilized in cross-coupling reactions due to its high catalytic activity and thermal stability. The sterically hindered diisopropylphenyl substituents enhance the ligand's electron-donating properties, improving the palladium center's reactivity in challenging transformations such as Suzuki-Miyaura, Buchwald-Hartwig, and Negishi couplings. Its dimeric structure ensures consistent performance, while the robust NHC ligand framework prevents catalyst decomposition, enabling efficient reactions under mild conditions. This complex is particularly valued for its versatility in pharmaceutical and fine chemical synthesis, offering reliable yields and selectivity.
Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer structure
627878-09-5 structure
Product Name:Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer
CAS No:627878-09-5
MF:
MW:
CID:854991
PubChem ID:329764158
Update Time:2025-06-14

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer Chemical and Physical Properties

Names and Identifiers

    • CX 42
    • [(SIPr)PdCl2]2
    • Umicore CX42
    • UMicore CX42, 19% Pd, Product of UMicore
    • Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer
    • Dichloro(di-μ-chloro)bis[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]dipalladium(II)
    • Palladium,bis[1,3-bis[2,6-bis(1-methylethyl)phenyl]-2-imidazolidinylidene]di-μ-chlorodichlorodi-, stereoisomer (9CI, ACI)
    • Inchi: 1S/2C27H39N2.4ClH.2Pd/c2*1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;;;;;;/h2*9-14,17-21H,15-16H2,1-8H3;4*1H;;/q;;;;;;2*+1/p-2
    • InChI Key: VZZSKMKAUZLCEM-UHFFFAOYSA-L
    • SMILES: [Pd]1(Cl[Pd](Cl1)(C1N(C2=C(C(C)C)C=CC=C2C(C)C)CCN1C1C(C(C)C)=CC=CC=1C(C)C)Cl)(C1N(C2C(C(C)C)=CC=CC=2C(C)C)CCN1C1=C(C(C)C)C=CC=C1C(C)C)Cl

Experimental Properties

  • Melting Point: 309-315?°C

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319
  • Warning Statement: P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/38
  • Safety Instruction: 26-37-46
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer Customs Data

  • HS CODE:28439000

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer Pricemore >>

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Additional information on Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer

Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) Dimer (CAS No. 627878-09-5): A Versatile Catalyst in Modern Organic Synthesis

The Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer (CAS No. 627878-09-5) is a highly efficient and widely used N-heterocyclic carbene (NHC) palladium complex. This compound has gained significant attention in the field of organometallic chemistry and catalysis due to its exceptional stability, reactivity, and versatility in facilitating various cross-coupling reactions, such as Suzuki-Miyaura, Negishi, and Buchwald-Hartwig reactions. Its unique structural features, including the bulky diisopropylphenyl groups, contribute to its thermal stability and resistance to decomposition under harsh reaction conditions.

In recent years, the demand for sustainable and green chemistry solutions has driven researchers to explore catalysts like Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer. This compound aligns with the growing interest in atom-efficient and low-waste synthetic methodologies. Its ability to operate under mild conditions and with low catalyst loadings makes it an attractive choice for industries focused on pharmaceutical intermediates, agrochemicals, and advanced materials. Moreover, its compatibility with aqueous media and recyclable systems further enhances its appeal in modern synthetic applications.

The mechanistic insights into how NHC-palladium complexes like this dimer function have been a hot topic in academic and industrial research. Questions such as *"How does the steric hindrance of the NHC ligand affect catalytic activity?"* or *"What are the optimal conditions for maximizing yield in cross-coupling reactions?"* are frequently searched by chemists and engineers. The Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer provides a compelling case study for these inquiries, as its electron-rich NHC backbone and sterically demanding substituents play a critical role in stabilizing reactive intermediates and preventing unwanted side reactions.

Another area of interest is the scalability of reactions employing this catalyst. With the rise of flow chemistry and continuous manufacturing, researchers are investigating how Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer performs in these systems. Its robustness and compatibility with heterogeneous supports make it a candidate for immobilized catalyst systems, which are pivotal for large-scale industrial applications. Searches like *"Can NHC-palladium catalysts be reused in flow reactors?"* highlight the practical challenges and opportunities associated with this compound.

In summary, the Dichloro-[1,3-bis(diisopropylphenyl)imidazoliden-2-ylidene]palladium(II) dimer (CAS No. 627878-09-5) represents a cornerstone in modern catalytic chemistry. Its applications span from academic research to industrial processes, addressing key challenges in efficiency, sustainability, and cost-effectiveness. As the field evolves, this compound will likely remain at the forefront of innovations in organic synthesis and materials science.

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