478980-01-7

Basic information

• Product Name: ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOL-2-YLIDENE]PALLADIUM (II)
• Synonyms: ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOL-2-YLIDENE]PALLADIUM (II);Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II),97%;ALLYLCHLORO[1,3-BIS-(DIISOPROPYLPHENYL)-2-IMIDAZOLIDINYLIDENE]PALLADIUM(II);Allylchloro[1,3-bis(2,6-di-i-propylphenyl)4,5-dihydroimidazol-2-ylidene]palladium (II), 97%;Allyl[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]chloropalladium( II);Umicore CX23;UMicore CX23, 18% Pd, Product of UMicore;Allylchloro-[1,3-bis-(2,6-diisopropylphenyl)-2-imidazolidinylidene]palladium(II)
• CAS NO: 478980-01-7
• Molecular Formula: C₃₀H₄₃ClN₂Pd
• Molecular Weight: 573.55
• Product Categories: metal carbene complex;Pd
• Mol File: 478980-01-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 206-210°C
• Appearance: white/Powder
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOL-2-YLIDENE]PALLADIUM (II)(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOL-2-YLIDENE]PALLADIUM (II)(478980-01-7)
• EPA Substance Registry System: ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)-4,5-DIHYDROIMIDAZOL-2-YLIDENE]PALLADIUM (II)(478980-01-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 478980-01-7(Hazardous Substances Data)

Usage

Reaction

Catalyst for the cross-coupling of aryl chlorides or bromides with aromatic amines. Catalyst for the α-arylation of ketones. Catalyst for anaerobic alcohol oxidation.

Chemical Properties

Yellow crystal

Upstream product

• 258278-28-3 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene 
• 777084-20-5 1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene hydrochloride 
• 258278-25-0 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride 

Downstream Products

• 187737-37-7 propene 
• 67-64-1 acetone 

Relevant articles and documents

Activation and reactivity of (NHC)Pd(allyl)Cl (NHC = N-heterocyclic carbene) complexes in cross-coupling reactions

The synthesis of mononuclear palladium-allyl complexes bearing one N-heterocyclic carbene (NHC) ligand was discussed. These complexes offered a straightforward entryway into a number of catalytic cycles by simple action of a base. The well-defined complexes were air- and moisture-stable. A single-crystal X-ray analysis was performed to confirm the structure of the family of complexes.

PREPARATION OF DIPHENYL-BRIDGED SUBSTITUTED CYCLOPENTADIENYL-FLUORENYL LIGANDS

The present invention discloses efficient methods for preparing substituted cyclopentadienyl-fluorenyl catalyst components having a diphenyl bridge.

Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene)

The synthesis and structural characterization of a series of palladium complexes bearing N-heterocyclic carbenes (NHC) as supporting ligands are described. The reaction of commercially available [Pd(allyl)Cl]2 and isolated or in situ generated NHC leads to monomeric palladium complexes where one NHC is bound to the metal center, as indicated by spectroscopic and single-crystal X-ray diffraction studies. The relative reactivity trend for these complexes as catalysts in aryl amination is discussed in terms of ligand steric properties, which vary as a function of imidazole-nitrogen substituents and perturbation resulting in modulation of ring planarity. The concept of buried volume is used to quantify the steric demand of each NHC in the corresponding complexes.