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Quantifying and understanding the electronic properties of N-heterocyclic carbenes

(2013) CHEMICAL SOCIETY REVIEWS. 42(16). p.6723-6753
Author
Organization
Abstract
The use of N-heterocyclic carbenes (NHCs) in chemistry has developed rapidly over the past twenty years. These interesting compounds are predominantly employed in organometallic chemistry as ligands for various metal centres, and as organocatalysts able to mediate an exciting range of reactions. However, the sheer number of NHCs known in the literature can make the appropriate choice of NHC for a given application difficult. A number of metrics have been explored that allow the electronic properties of NHCs to be quantified and compared. In this review, we discuss these various metrics and what they can teach about the electronic properties of NHCs. Data for approximately three hundred NHCs are presented, obtained from a detailed survey of the literature.
Keywords
TRANSITION-METAL-COMPLEXES, OLEFIN METATHESIS CATALYSTS, REDUCED HETEROATOM STABILIZATION, LIGAND KNOWLEDGE-BASE, CARBON ACID PK(A), IRIDIUM COMPLEXES, NHC LIGANDS, DONOR PROPERTIES, COORDINATION CHEMISTRY, MESOIONIC CARBENES

Citation

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

MLA
Nelson, David J., and Steven Nolan. “Quantifying and Understanding the Electronic Properties of N-Heterocyclic Carbenes.” CHEMICAL SOCIETY REVIEWS, vol. 42, no. 16, 2013, pp. 6723–53.
APA
Nelson, D. J., & Nolan, S. (2013). Quantifying and understanding the electronic properties of N-heterocyclic carbenes. CHEMICAL SOCIETY REVIEWS, 42(16), 6723–6753.
Chicago author-date
Nelson, David J, and Steven Nolan. 2013. “Quantifying and Understanding the Electronic Properties of N-Heterocyclic Carbenes.” CHEMICAL SOCIETY REVIEWS 42 (16): 6723–53.
Chicago author-date (all authors)
Nelson, David J, and Steven Nolan. 2013. “Quantifying and Understanding the Electronic Properties of N-Heterocyclic Carbenes.” CHEMICAL SOCIETY REVIEWS 42 (16): 6723–6753.
Vancouver
1.
Nelson DJ, Nolan S. Quantifying and understanding the electronic properties of N-heterocyclic carbenes. CHEMICAL SOCIETY REVIEWS. 2013;42(16):6723–53.
IEEE
[1]
D. J. Nelson and S. Nolan, “Quantifying and understanding the electronic properties of N-heterocyclic carbenes,” CHEMICAL SOCIETY REVIEWS, vol. 42, no. 16, pp. 6723–6753, 2013.
@article{8168784,
  abstract     = {The use of N-heterocyclic carbenes (NHCs) in chemistry has developed rapidly over the past twenty years. These interesting compounds are predominantly employed in organometallic chemistry as ligands for various metal centres, and as organocatalysts able to mediate an exciting range of reactions. However, the sheer number of NHCs known in the literature can make the appropriate choice of NHC for a given application difficult. A number of metrics have been explored that allow the electronic properties of NHCs to be quantified and compared. In this review, we discuss these various metrics and what they can teach about the electronic properties of NHCs. Data for approximately three hundred NHCs are presented, obtained from a detailed survey of the literature.},
  author       = {Nelson, David J and Nolan, Steven},
  issn         = {0306-0012},
  journal      = {CHEMICAL SOCIETY REVIEWS},
  keywords     = {TRANSITION-METAL-COMPLEXES,OLEFIN METATHESIS CATALYSTS,REDUCED HETEROATOM STABILIZATION,LIGAND KNOWLEDGE-BASE,CARBON ACID PK(A),IRIDIUM COMPLEXES,NHC LIGANDS,DONOR PROPERTIES,COORDINATION CHEMISTRY,MESOIONIC CARBENES},
  language     = {eng},
  number       = {16},
  pages        = {6723--6753},
  title        = {Quantifying and understanding the electronic properties of N-heterocyclic carbenes},
  url          = {http://dx.doi.org/10.1039/c3cs60146c},
  volume       = {42},
  year         = {2013},
}

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