467220-49-1

Basic information

• Product Name: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER
• Synonyms: BIS[1,3-DIHYDRO-1,3-(2,4,6-TRIMETHYLPHENYL)-2H-IMIDAZOL-2-YLIDENE]BIS[MU-[(2,3-ETA)-1,4-NAPHTHALENEDIONE-KAPPAO]]DI-PALLADIUM;PD(0)-NAPHTHOCHINONE-1,3-BIS(2,4,6-TRI-METHYLPHENYL)IMIDAZOL-2-YLIDENE;NAPHTHOQUINONE-1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLE-2-YLIDENEPALLADIUM(0);1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene(1,4-naphthoquinone)palladium(0)dimer,96%;bis[1,3-dihydro-1,3-(2,4,6-trimethylphenyl)-2h-imidazol-2-ylidene]bis[μ-[(2,3-η)-1,4-naphthalenedione-κo]]di-palladium;NAPHTHOQUINONE-1,3-BIS(MESITYL)IMIDAZOLE-2-YLIDENEPALLADIUM(0);Bis[1,3-dihydro-1,3-(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]bis[μ-[(2,3-η:)-1,4-naphthalenedione-KO]]di-palladium, Naphthoquinone-1,3-bis(2,4,6-trimethylphenyl)-imidazole-2-ylidenepalladium(0), Pd(0)-naphthochinone-1,3-Bis(2,4,6-tri-methylphenyl)imidazol-2-ylidene;1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (1,4-naphthoquinone)palladium dimer
• CAS NO: 467220-49-1
• Molecular Formula: 2C21H24N2Pd.2C10H6O2
• Molecular Weight: 1138.02
• Product Categories: organometallic complex;Pd
• Mol File: 467220-49-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: >300 °C
• Appearance: orange-red/Powder
• Sensitive: air sensitive
• CAS DataBase Reference: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER(467220-49-1)
• EPA Substance Registry System: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER(467220-49-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 467220-49-1(Hazardous Substances Data)

Usage

Description

1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (1,4-naphthoquinone)palladium(0) dimer is an N-heterocyclic carbene based palladium catalyst that exhibits high catalytic activity in C-C coupling reactions. It is characterized by its orange crystal appearance and is known for its efficiency in facilitating chemical reactions at room temperature.

Uses

Used in Chemical Synthesis:
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER is used as a catalyst for the Kumada cross-coupling of aryl magnesium reagents with functionalized alkyl chlorides at room temperature to form substituted alkanes. This application is particularly relevant in the synthesis of various organic compounds and pharmaceuticals, as it allows for the formation of carbon-carbon bonds under mild conditions, which is crucial for preserving the functionality of sensitive molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER is used as a catalyst for the synthesis of complex molecular structures that are often found in drug candidates. Its ability to facilitate C-C coupling reactions at room temperature makes it a valuable tool for the development of new drugs with improved efficacy and reduced side effects.
Used in Material Science:
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE (1,4-NAPHTHOQUINONE)PALLADIUM(0) DIMER is also used in the field of material science, where it can be employed as a catalyst for the synthesis of novel materials with specific properties. These materials can be used in various applications, such as in electronics, energy storage, and advanced coatings.

Reaction

Catalyst for Heck reactions in ionic liquids. Catalyst for the cross-coupling of aryl diazonium salts. Catalyst for the Kumada cross-coupling of alkyl chlorides.