European Journal of Chemistry 2014, 5(1), 162-166 | doi: https://doi.org/10.5155/eurjchem.5.1.162-166.940 | Get rights and content

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An N-heterocyclic carbene-palladium-η3-allyl chloride complex for the Suzuki-Miyaura coupling of aryl halides


Noland William Broekemier (1) , Noah Curtis Broekemier (2) , Randall Thomas Short (3) , Hector Palencia (4,*)

(1) Department of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA
(2) Department of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA
(3) Department of Chemistry, Ball State University, Muncie, IN 47306, USA
(4) Department of Chemistry, University of Nebraska at Kearney, Kearney, NE 68849, USA
(*) Corresponding Author

Received: 29 Sep 2013 | Revised: 28 Oct 2013 | Accepted: 29 Oct 2013 | Published: 31 Mar 2014 | Issue Date: March 2014

Abstract


An unsymmetrical, well-defined N-heterocyclic carbene-palladium-η3-allyl chloride complex has been synthesized and used as an efficient catalyst for the Suzuki-Miyaura cross-coupling of aryl bromides and activated aryl chlorides. The catalyst provides moderate to high yields of cross-coupling products at 50 °C in 2 hours, using 1 mol % of the catalyst and isopropyl alcohol as solvent.


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Keywords


Carbenes; Palladium; Aryl chlorides; Aryl bromides; Cross-coupling; Homogeneous catalysis

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DOI: 10.5155/eurjchem.5.1.162-166.940

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Citations

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[1]. Isabel Monreal-Leyva, Breanna Rose Attema, Nuri Bae, Haishi Cao, Hector Palencia
Benzoin condensation of aromatic aldehydes catalyzed by N-heterocyclic carbenes under mild conditions
European Journal of Chemistry  10(1), 1, 2019
DOI: 10.5155/eurjchem.10.1.1-6.1826
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[2]. Abbas Washeel Salman, Rosenani A. Haque
Pd(II) and trinuclear Ag(I) bis-N-heterocyclic carbene complexes: Synthesis, structural and in vitro anticancer activity
European Journal of Chemistry  7(1), 115, 2016
DOI: 10.5155/eurjchem.7.1.115-120.1387
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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Broekemier, N.; Broekemier, N.; Short, R.; Palencia, H. Eur. J. Chem. 2014, 5(1), 162-166. doi:10.5155/eurjchem.5.1.162-166.940
Broekemier, N.; Broekemier, N.; Short, R.; Palencia, H. An N-heterocyclic carbene-palladium-η3-allyl chloride complex for the Suzuki-Miyaura coupling of aryl halides. Eur. J. Chem. 2014, 5(1), 162-166. doi:10.5155/eurjchem.5.1.162-166.940
Broekemier, N., Broekemier, N., Short, R., & Palencia, H. (2014). An N-heterocyclic carbene-palladium-η3-allyl chloride complex for the Suzuki-Miyaura coupling of aryl halides. European Journal of Chemistry, 5(1), 162-166. doi:10.5155/eurjchem.5.1.162-166.940
Broekemier, Noland, Noah Curtis Broekemier, Randall Thomas Short, & Hector Palencia. "An N-heterocyclic carbene-palladium-η3-allyl chloride complex for the Suzuki-Miyaura coupling of aryl halides." European Journal of Chemistry [Online], 5.1 (2014): 162-166. Web. 29 May. 2023
Broekemier, Noland, Broekemier, Noah, Short, Randall, AND Palencia, Hector. "An N-heterocyclic carbene-palladium-η3-allyl chloride complex for the Suzuki-Miyaura coupling of aryl halides" European Journal of Chemistry [Online], Volume 5 Number 1 (31 March 2014)

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European Journal of Chemistry 2014, 5(1), 162-166 | doi: https://doi.org/10.5155/eurjchem.5.1.162-166.940 | Get rights and content

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