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Thermodynamics of N-heterocyclic carbene dimerization: The balance of sterics and electronics


Poater, A; Ragone, F; Giudice, S; Costabile, C; Dorta, R; Nolan, S P; Cavallo, L (2008). Thermodynamics of N-heterocyclic carbene dimerization: The balance of sterics and electronics. Organometallics, 27(12):2679-2681.

Abstract

The past decade has seen N-heterocyclic carbenes (NHC) emerging as a credible alternative to ubiquitous tertiary phosphines as ligands in organic and organometallic chemistry. In many cases NHC ligands have proven more effective than phosphines as ancillary ligands in catalysis, while in some cases they also enable unexpected and welcomed chemical routes to new products.(1) These initial discoveries have paved the way to a continued search for new NHCs able to promote more effective and/or unprecedented catalysis. Nevertheless, the search for new and useful NHCs remains an arduous task, because, to date, useful NHCs have to be synthesized as monomeric species, while some monomeric NHCs have the disappointing tendency to easily dimerize as shown in eq.

Abstract

The past decade has seen N-heterocyclic carbenes (NHC) emerging as a credible alternative to ubiquitous tertiary phosphines as ligands in organic and organometallic chemistry. In many cases NHC ligands have proven more effective than phosphines as ancillary ligands in catalysis, while in some cases they also enable unexpected and welcomed chemical routes to new products.(1) These initial discoveries have paved the way to a continued search for new NHCs able to promote more effective and/or unprecedented catalysis. Nevertheless, the search for new and useful NHCs remains an arduous task, because, to date, useful NHCs have to be synthesized as monomeric species, while some monomeric NHCs have the disappointing tendency to easily dimerize as shown in eq.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry
Language:English
Date:2008
Deposited On:15 Feb 2009 10:13
Last Modified:25 Jun 2022 20:21
Publisher:American Chemical Society
ISSN:0276-7333
OA Status:Closed
Publisher DOI:https://doi.org/10.1021/om8001119