367940-34-9

Basic information

• Product Name: [Pd(N,N'-bis[2,6-(diisopropyl)phenyl]imidazolin-2-ylidene)₂]
• Synonyms: [Pd(N,N'-bis[2,6-(diisopropyl)phenyl]imidazolin-2-ylidene)₂]
• CAS NO: 367940-34-9
• Molecular Weight: 887.644
• Mol File: 367940-34-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [Pd(N,N'-bis[2,6-(diisopropyl)phenyl]imidazolin-2-ylidene)₂](CAS DataBase Reference)
• NIST Chemistry Reference: [Pd(N,N'-bis[2,6-(diisopropyl)phenyl]imidazolin-2-ylidene)₂](367940-34-9)
• EPA Substance Registry System: [Pd(N,N'-bis[2,6-(diisopropyl)phenyl]imidazolin-2-ylidene)₂](367940-34-9)

Safety Data

• Hazardous Substances Data: 367940-34-9(Hazardous Substances Data)

Upstream product

• 258278-28-3 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene 

Downstream Products

• 7440-05-3 palladium 
• 367940-37-2 Pd(C₃H₄N₂(C₆H₃(CH(CH₃)2)2)2)(C₃H₂N₂(C(CH₃)3)2) 

Relevant articles and documents

Reductive elimination of alkylamines from low-valent, alkylpalladium(II) amido complexes

A series of three-coordinate norbornylpalladium amido complexes ligated by bulky N-heterocyclic carbene (NHC) ligands were prepared that undergo reductive eliminations to form the alkyl-nitrogen bond of alkylamine products. The rates of reductive elimination reveal that complexes containing more-electron-donating amido groups react faster than those with less-electron-donating amido groups, and complexes containing more-sterically bulky amido groups undergo reductive elimination more slowly than complexes containing less-sterically bulky amido groups. Complexes ligated by more-electron-donating ancillary NHC ligands undergo reductive elimination faster than complexes ligated by less-electron-donating NHC ligands. In contrast to the reductive elimination of benzylamines from bisphosphine-ligated palladium amides, these reactions occur with retention of configuration at the alkyl group, indicating that these reductive eliminations proceed by a concerted pathway. The experimentally determined free energy barrier of 26 kcal/mol is close to the computed free energy barrier of 23.9 kcal/mol (363 K) for a concerted reductive elimination from the isolated, three-coordinate NHC-ligated palladium anilido complex.

Facile oxidative addition of organic halides to heteroleptic and homoleptic Pd0-N-heterocyclic carbene complexes

Novel heteroleptic Pd0 complexes with an N-heterocyclic carbene (NHC) ligand [(Me3P)Pd(NHC)] (NHC = IPr, 1; SIPr, 2) were obtained from [Pd(CH2=CHPh)(PMe3)2] and an equivalent of NHC [NHC = 1,3-bis(2,