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Palladate precatalysts for the formation of C-N and C-C bonds

(2019) ORGANOMETALLICS. 38(14). p.2812-2817
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Abstract
A series of imidazolium-based palladate precatalysts has been synthesized and the catalytic activity of these air- and moisture-stable complexes evaluated as a function of the nature of the imidazolium counterion. These precatalysts can be converted under catalytic conditions to Pd-NHC species capable of enabling the Buchwald-Hartwig aryl amination and the alpha-arylation of ketones. Both reactions can be carried out efficiently under very mild operating conditions. The effectiveness of the protocol was tested on functionality-laden substrates.
Keywords
CROSS-COUPLING REACTIONS, HETEROCYCLIC CARBENE COMPLEXES, BUCHWALD-HARTWIG, SUZUKI-MIYAURA, (NHC)PD(ALLYL)CL NHC, CATALYTIC-ACTIVITY, ALPHA-ARYLATION, ARYL, AMINATION, LIGANDS

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Citation

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MLA
Zinser, Caroline M., et al. “Palladate Precatalysts for the Formation of C-N and C-C Bonds.” ORGANOMETALLICS, vol. 38, no. 14, 2019, pp. 2812–17, doi:10.1021/acs.organomet.9b00326.
APA
Zinser, C. M., Warren, K. G., Nahra, F., Al-Majid, A., Barakat, A., Islam, M. S., … Cazin, C. (2019). Palladate precatalysts for the formation of C-N and C-C bonds. ORGANOMETALLICS, 38(14), 2812–2817. https://doi.org/10.1021/acs.organomet.9b00326
Chicago author-date
Zinser, Caroline M, Katie G Warren, Fady Nahra, Abdullah Al-Majid, Assem Barakat, Mohammad Shahidul Islam, Steven Nolan, and Catherine Cazin. 2019. “Palladate Precatalysts for the Formation of C-N and C-C Bonds.” ORGANOMETALLICS 38 (14): 2812–17. https://doi.org/10.1021/acs.organomet.9b00326.
Chicago author-date (all authors)
Zinser, Caroline M, Katie G Warren, Fady Nahra, Abdullah Al-Majid, Assem Barakat, Mohammad Shahidul Islam, Steven Nolan, and Catherine Cazin. 2019. “Palladate Precatalysts for the Formation of C-N and C-C Bonds.” ORGANOMETALLICS 38 (14): 2812–2817. doi:10.1021/acs.organomet.9b00326.
Vancouver
1.
Zinser CM, Warren KG, Nahra F, Al-Majid A, Barakat A, Islam MS, et al. Palladate precatalysts for the formation of C-N and C-C bonds. ORGANOMETALLICS. 2019;38(14):2812–7.
IEEE
[1]
C. M. Zinser et al., “Palladate precatalysts for the formation of C-N and C-C bonds,” ORGANOMETALLICS, vol. 38, no. 14, pp. 2812–2817, 2019.
@article{8632817,
  abstract     = {{A series of imidazolium-based palladate precatalysts has been synthesized and the catalytic activity of these air- and moisture-stable complexes evaluated as a function of the nature of the imidazolium counterion. These precatalysts can be converted under catalytic conditions to Pd-NHC species capable of enabling the Buchwald-Hartwig aryl amination and the alpha-arylation of ketones. Both reactions can be carried out efficiently under very mild operating conditions. The effectiveness of the protocol was tested on functionality-laden substrates.}},
  author       = {{Zinser, Caroline M and Warren, Katie G and Nahra, Fady and Al-Majid, Abdullah and Barakat, Assem and Islam, Mohammad Shahidul and Nolan, Steven and Cazin, Catherine}},
  issn         = {{0276-7333}},
  journal      = {{ORGANOMETALLICS}},
  keywords     = {{CROSS-COUPLING REACTIONS,HETEROCYCLIC CARBENE COMPLEXES,BUCHWALD-HARTWIG,SUZUKI-MIYAURA,(NHC)PD(ALLYL)CL NHC,CATALYTIC-ACTIVITY,ALPHA-ARYLATION,ARYL,AMINATION,LIGANDS}},
  language     = {{eng}},
  number       = {{14}},
  pages        = {{2812--2817}},
  title        = {{Palladate precatalysts for the formation of C-N and C-C bonds}},
  url          = {{http://dx.doi.org/10.1021/acs.organomet.9b00326}},
  volume       = {{38}},
  year         = {{2019}},
}

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