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[Pd(IPr*(acac)Cl] : an easily synthesized, bulky precatalyst for C-N bond formation

(2012) ORGANOMETALLICS. 31(8). p.3402-3409
Author
Organization
Abstract
A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.
Keywords
PALLADIUM-CATALYZED AMINATION, CROSS-COUPLING REACTIONS, HETEROCYCLIC CARBENE LIGANDS, TEMPERATURE SUZUKI-MIYAURA, ARYL CHLORIDES, ROOM-TEMPERATURE, BUCHWALD-HARTWIG, RESTRICTED FLEXIBILITY, (NHC)PD(ALLYL)CL NHC, AROMATIC AMINATION

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Chicago
Meiries, Sebastien, Anthony Chartoire, Alexandra MZ Slawin, and Steven Nolan. 2012. “[Pd(IPr*(acac)Cl] : an Easily Synthesized, Bulky Precatalyst for C-N Bond Formation.” Organometallics 31 (8): 3402–3409.
APA
Meiries, S., Chartoire, A., Slawin, A. M., & Nolan, S. (2012). [Pd(IPr*(acac)Cl] : an easily synthesized, bulky precatalyst for C-N bond formation. ORGANOMETALLICS, 31(8), 3402–3409.
Vancouver
1.
Meiries S, Chartoire A, Slawin AM, Nolan S. [Pd(IPr*(acac)Cl] : an easily synthesized, bulky precatalyst for C-N bond formation. ORGANOMETALLICS. 2012;31(8):3402–9.
MLA
Meiries, Sebastien et al. “[Pd(IPr*(acac)Cl] : an Easily Synthesized, Bulky Precatalyst for C-N Bond Formation.” ORGANOMETALLICS 31.8 (2012): 3402–3409. Print.
@article{8168898,
  abstract     = {A very straightforward synthesis of [Pd(IPr*)(acac)Cl] has been developed from commercially available Pd(acac)(2) and the easily prepared IPr*center dot HCl (acac = acetylacetonate; IPr* = N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazol-2-ylidene). The reactivity of the resulting complex [Pd(IPr*)(acac)Cl] (1) as a highly active Pd-II precatalyst for the Buchwald-Hartwig arylamination coupling has been explored. A wide range of substrates with varying electronic and steric demands of both coupling partners has been screened successfully. The chemoselectivity of the reaction was also explored by using aryl heterodihalides.},
  author       = {Meiries, Sebastien and Chartoire, Anthony and Slawin, Alexandra MZ and Nolan, Steven},
  issn         = {0276-7333},
  journal      = {ORGANOMETALLICS},
  keywords     = {PALLADIUM-CATALYZED AMINATION,CROSS-COUPLING REACTIONS,HETEROCYCLIC CARBENE LIGANDS,TEMPERATURE SUZUKI-MIYAURA,ARYL CHLORIDES,ROOM-TEMPERATURE,BUCHWALD-HARTWIG,RESTRICTED FLEXIBILITY,(NHC)PD(ALLYL)CL NHC,AROMATIC AMINATION},
  language     = {eng},
  number       = {8},
  pages        = {3402--3409},
  title        = {[Pd(IPr*(acac)Cl] : an easily synthesized, bulky precatalyst for C-N bond formation},
  url          = {http://dx.doi.org/10.1021/om300205c},
  volume       = {31},
  year         = {2012},
}

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