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

MS Viciu, O Navarro, RF Germaneau, RA Kelly, W Sommer, N Marion, ED Stevens, L Cavallo and Steven Nolan (UGent)
(2004) ORGANOMETALLICS. 23(7). p.1629-1635
Author
Organization
Abstract
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.
Keywords
OLEFIN METATHESIS CATALYSTS, REDUCTIVE ELIMINATION, OXIDATIVE ADDITION, HOMOGENEOUS CATALYSIS, COUPLING REACTIONS, BOND FORMATION, PALLADIUM, REACTIVITY, AMINATION, LIGANDS

Citation

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MLA
Viciu, MS, et al. “Synthetic and Structural Studies of (NHC)Pd(Allyl)Cl Complexes (NHC = N-Heterocyclic Carbene).” ORGANOMETALLICS, vol. 23, no. 7, 2004, pp. 1629–35.
APA
Viciu, M., Navarro, O., Germaneau, R., Kelly, R., Sommer, W., Marion, N., … Nolan, S. (2004). Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene). ORGANOMETALLICS, 23(7), 1629–1635.
Chicago author-date
Viciu, MS, O Navarro, RF Germaneau, RA Kelly, W Sommer, N Marion, ED Stevens, L Cavallo, and Steven Nolan. 2004. “Synthetic and Structural Studies of (NHC)Pd(Allyl)Cl Complexes (NHC = N-Heterocyclic Carbene).” ORGANOMETALLICS 23 (7): 1629–35.
Chicago author-date (all authors)
Viciu, MS, O Navarro, RF Germaneau, RA Kelly, W Sommer, N Marion, ED Stevens, L Cavallo, and Steven Nolan. 2004. “Synthetic and Structural Studies of (NHC)Pd(Allyl)Cl Complexes (NHC = N-Heterocyclic Carbene).” ORGANOMETALLICS 23 (7): 1629–1635.
Vancouver
1.
Viciu M, Navarro O, Germaneau R, Kelly R, Sommer W, Marion N, et al. Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene). ORGANOMETALLICS. 2004;23(7):1629–35.
IEEE
[1]
M. Viciu et al., “Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene),” ORGANOMETALLICS, vol. 23, no. 7, pp. 1629–1635, 2004.
@article{8170299,
  abstract     = {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.},
  author       = {Viciu, MS and Navarro, O and Germaneau, RF and Kelly, RA and Sommer, W and Marion, N and Stevens, ED and Cavallo, L and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {OLEFIN METATHESIS CATALYSTS,REDUCTIVE ELIMINATION,OXIDATIVE ADDITION,HOMOGENEOUS CATALYSIS,COUPLING REACTIONS,BOND FORMATION,PALLADIUM,REACTIVITY,AMINATION,LIGANDS},
  language     = {eng},
  number       = {7},
  pages        = {1629--1635},
  title        = {Synthetic and structural studies of (NHC)Pd(allyl)Cl complexes (NHC = N-heterocyclic carbene)},
  url          = {http://dx.doi.org/10.1021/om034319e},
  volume       = {23},
  year         = {2004},
}
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