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The Suzuki-Miyaura reaction performed using a palladium-N-heterocyclic carbene catalyst and a weak inorganic base

Author
Organization
Abstract
N-Heterocyclic carbenes (NHCs) have been shown to be useful ligands for the Suzuki-Miyaura cross-coupling at low catalyst loadings. We now report that the commercially available and air-stable [Pd(IPr)(cin)Cl] pre-catalyst permits the formation of various functionalized biaryls from aryl chlorides and boronic acids (37 examples) under very mild conditions using a mixture of ethanol/water as solvent and an inorganic base.
Keywords
Cross-coupling, N-heterocyclic carbenes, Palladium, Suzuki-Miyaura reaction, CROSS-COUPLING REACTIONS, ORTHO-SUBSTITUTED BIARYLS, TRANSITION-METAL-COMPLEXES, ARYL CHLORIDES, ROOM-TEMPERATURE, AQUEOUS-MEDIA, HETEROARYL CHLORIDES, ARYLBORONIC ACIDS, HIGHLY EFFICIENT, BUCHWALD-HARTWIG

Citation

Please use this url to cite or link to this publication:

MLA
Izquierdo, Frederic, et al. “The Suzuki-Miyaura Reaction Performed Using a Palladium-N-Heterocyclic Carbene Catalyst and a Weak Inorganic Base.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 9, 2015, pp. 1920–24.
APA
Izquierdo, F., Corpet, M., & Nolan, S. (2015). The Suzuki-Miyaura reaction performed using a palladium-N-heterocyclic carbene catalyst and a weak inorganic base. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (9), 1920–1924.
Chicago author-date
Izquierdo, Frederic, Martin Corpet, and Steven Nolan. 2015. “The Suzuki-Miyaura Reaction Performed Using a Palladium-N-Heterocyclic Carbene Catalyst and a Weak Inorganic Base.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 9: 1920–24.
Chicago author-date (all authors)
Izquierdo, Frederic, Martin Corpet, and Steven Nolan. 2015. “The Suzuki-Miyaura Reaction Performed Using a Palladium-N-Heterocyclic Carbene Catalyst and a Weak Inorganic Base.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (9): 1920–1924.
Vancouver
1.
Izquierdo F, Corpet M, Nolan S. The Suzuki-Miyaura reaction performed using a palladium-N-heterocyclic carbene catalyst and a weak inorganic base. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2015;(9):1920–4.
IEEE
[1]
F. Izquierdo, M. Corpet, and S. Nolan, “The Suzuki-Miyaura reaction performed using a palladium-N-heterocyclic carbene catalyst and a weak inorganic base,” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 9, pp. 1920–1924, 2015.
@article{8168346,
  abstract     = {N-Heterocyclic carbenes (NHCs) have been shown to be useful ligands for the Suzuki-Miyaura cross-coupling at low catalyst loadings. We now report that the commercially available and air-stable [Pd(IPr)(cin)Cl] pre-catalyst permits the formation of various functionalized biaryls from aryl chlorides and boronic acids (37 examples) under very mild conditions using a mixture of ethanol/water as solvent and an inorganic base.},
  author       = {Izquierdo, Frederic and Corpet, Martin and Nolan, Steven},
  issn         = {1434-193X},
  journal      = {EUROPEAN JOURNAL OF ORGANIC CHEMISTRY},
  keywords     = {Cross-coupling,N-heterocyclic carbenes,Palladium,Suzuki-Miyaura reaction,CROSS-COUPLING REACTIONS,ORTHO-SUBSTITUTED BIARYLS,TRANSITION-METAL-COMPLEXES,ARYL CHLORIDES,ROOM-TEMPERATURE,AQUEOUS-MEDIA,HETEROARYL CHLORIDES,ARYLBORONIC ACIDS,HIGHLY EFFICIENT,BUCHWALD-HARTWIG},
  language     = {eng},
  number       = {9},
  pages        = {1920--1924},
  title        = {The Suzuki-Miyaura reaction performed using a palladium-N-heterocyclic carbene catalyst and a weak inorganic base},
  url          = {http://dx.doi.org/10.1002/ejoc.201500043},
  year         = {2015},
}

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