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TCI

CAS 903592-98-3

[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]triphenylphosphine Nickel(II) Dichloride TCI B3235

[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]triphenylphosphine Nickel(II) Dichloride TCI B3235

Chemical Identity

CAS No.
903592-98-3
PubChem
SID 87561164
Purity
>98.0%(T)
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This compound, TCI B3235 903592-98-3, is a metal complex used in catalytic reactions, particularly in C-H activation processes. It is a nickel(II) dichloride complex with a structure that includes an imidazolylidene ligand and a triphenylphosphine group. This material plays a crucial role in laboratory settings by enabling the selective activation of carbon-hydrogen bonds in organic molecules. Its unique structure allows it to act as an efficient catalyst, facilitating complex chemical transformations without altering the fundamental structure of the substrate.

The compound is preferred for its high catalytic activity and stability under various reaction conditions. Its ability to bind to a wide range of organic substrates makes it versatile for different chemical applications. The complex structure provides both stability and efficiency, ensuring consistent performance in catalytic reactions. Additionally, its resistance to oxidative reactions makes it suitable for use in aggressive environments, enhancing its reliability in laboratory settings.

In Indonesian laboratories, this material is widely used in both organic and inorganic chemistry research, especially in the field of catalysis and C-H activation. Its availability and effectiveness in accelerating complex chemical reactions make it a popular choice among researchers. The compound is essential for advancing synthetic methodologies and exploring new catalytic pathways in chemical synthesis.

Advantages (TCI brochure)

  • Applicable to various cross-coupling reactions for C-C bond formation

  • C-H Activation Reactions: This compound is ideal for C-H activation due to its ability to selectively activate carbon-hydrogen bonds, enabling the synthesis of complex organic molecules.
  • Organic Synthesis: It is commonly used in organic synthesis to facilitate the formation of new chemical bonds under controlled conditions.
  • Catalytic Processes: Its high catalytic efficiency makes it suitable for a variety of catalytic processes, including hydrogenation and coupling reactions.
  • Inorganic Chemistry Research: The compound is valuable in inorganic chemistry for studying metal-ligand interactions and coordination chemistry.
  • Advanced Catalytic Studies: Its stability and reactivity make it a preferred choice for advanced catalytic studies in both academic and industrial research settings.

From the TCI brochure

  • Kumada-Tamao-Corriu cross coupling
  • Cross coupling of arylthioethers with Grignard reagents

Brand TCI
CAS number 903592-98-3
Molecular formula —
Purity —
Category Chemistry > Catalysis and Inorganic Chemistry > C-H Activation [Catalysis]
Pack sizes Available in various quantities as per standard laboratory supply
Physical form Solid powder
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its chemical integrity. It is recommended to keep it in a sealed container to prevent exposure to moisture and air. Due to its potential reactivity, it should be handled with care, using appropriate personal protective equipment such as gloves and safety goggles. Storage should be in a well-ventilated area to minimize the risk of inhalation. Avoid contact with incompatible materials to ensure safety in the laboratory. Regular inspection of the container is advised to ensure no degradation or contamination occurs.

References cited in the TCI brochure

  1. Kiyofumi Inamoto. Catalytic Activities of a Bis(carbene)-Derived Nickel(II)-Pincer Complex in Kumada-Tamao-Corriu and Suzuki-Miyaura Coupling Reactions for the Synthesis of Biaryl Compounds Synthesis, 2007. doi:10.1055/s-2007-983845
  2. Kouki Matsubara. Synthesis and Structures of Nickel Halide Complexes Bearing Mono- and Bis-coordinated N-Heterocyclic Carbene Ligands, Catalyzing Grignard Cross-Coupling Reactions Organometallics, 2006. doi:10.1021/om0602658
  3. Hideki Yorimitsu. Nickel–NHC-Catalyzed Cross-Coupling of 2-Methylsulfanylbenzofurans with Alkyl Grignard Reagents Synlett, 2014. doi:10.1055/s-0034-1378914
  4. Dan Zhu. Ni-Catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents via C–S bond cleavage Chemical Communications, 2018. doi:10.1039/c8cc03665a