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[Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a novel and efficient PEPPSI precatalyst

(2012) ORGANOMETALLICS. 31(19). p.6947-6951
Author
Organization
Abstract
The preparation of the novel, well-defined [Pd(IPr*)(3-Cl-pyridinyl)Cl-2] complex is described. The steric parameters of the ligand as well as its reactivity in the Buchwald-Hartwig amination were directly compared to other [Pd(NHC)(3-Cl-pyridinyl)Cl-2] and [Pd(IPr*)(LX)Cl)] precatalysts (LX = cinnamyl or acac). The title complex exhibits similar catalytic activity to [Pd(NHC)(3-Cl-pyridinyl)Cl-2] congeners (NHC = IPr and SIPr) at room temperature. However, it also showed improved reactivity at low catalyst loading and high temperature (as low as 0.025 mol %). On the other hand, it proved to be as efficient as the previously reported [Pd(IPr*)(cinnamyl)Cl] complex, pointing to the most likely existence of a similar catalytically active species.
Keywords
N-HETEROCYCLIC CARBENE, ORTHO-SUBSTITUTED BIARYLS, CATALYZED ALPHA-ARYLATION, CROSS-COUPLING REACTIONS, HINDERED ARYL CHLORIDES, SUZUKI-MIYAURA, C-N, CYCLOPALLADATED FERROCENYLIMINE, IM=1-METHYLIMIDAZOLE COMPLEXES, PALLADACYCLE COMPLEXES

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Chicago
Chartoire, Anthony, Xavier Frogneux, Arnaud Boreux, Alexandra MZ Slawin, and Steven Nolan. 2012. “[Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a Novel and Efficient PEPPSI Precatalyst.” Organometallics 31 (19): 6947–6951.
APA
Chartoire, A., Frogneux, X., Boreux, A., Slawin, A. M., & Nolan, S. (2012). [Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a novel and efficient PEPPSI precatalyst. ORGANOMETALLICS, 31(19), 6947–6951.
Vancouver
1.
Chartoire A, Frogneux X, Boreux A, Slawin AM, Nolan S. [Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a novel and efficient PEPPSI precatalyst. ORGANOMETALLICS. 2012;31(19):6947–51.
MLA
Chartoire, Anthony et al. “[Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a Novel and Efficient PEPPSI Precatalyst.” ORGANOMETALLICS 31.19 (2012): 6947–6951. Print.
@article{8168851,
  abstract     = {The preparation of the novel, well-defined [Pd(IPr*)(3-Cl-pyridinyl)Cl-2] complex is described. The steric parameters of the ligand as well as its reactivity in the Buchwald-Hartwig amination were directly compared to other [Pd(NHC)(3-Cl-pyridinyl)Cl-2] and [Pd(IPr*)(LX)Cl)] precatalysts (LX = cinnamyl or acac). The title complex exhibits similar catalytic activity to [Pd(NHC)(3-Cl-pyridinyl)Cl-2] congeners (NHC = IPr and SIPr) at room temperature. However, it also showed improved reactivity at low catalyst loading and high temperature (as low as 0.025 mol %). On the other hand, it proved to be as efficient as the previously reported [Pd(IPr*)(cinnamyl)Cl] complex, pointing to the most likely existence of a similar catalytically active species.},
  author       = {Chartoire, Anthony and Frogneux, Xavier and Boreux, Arnaud and Slawin, Alexandra MZ and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {N-HETEROCYCLIC CARBENE,ORTHO-SUBSTITUTED BIARYLS,CATALYZED ALPHA-ARYLATION,CROSS-COUPLING REACTIONS,HINDERED ARYL CHLORIDES,SUZUKI-MIYAURA,C-N,CYCLOPALLADATED FERROCENYLIMINE,IM=1-METHYLIMIDAZOLE COMPLEXES,PALLADACYCLE COMPLEXES},
  language     = {eng},
  number       = {19},
  pages        = {6947--6951},
  title        = {[Pd(IPr*)(3-Cl-pyridinyl)Cl2] : a novel and efficient PEPPSI precatalyst},
  url          = {http://dx.doi.org/10.1021/om300725f},
  volume       = {31},
  year         = {2012},
}

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