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

Albert Poater, Francesco Ragone, Simona Giudice, Chiara Costabile, Reto Dorta, Steven P. Nolan, Luigi Cavallo*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

187 Scopus citations


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 1. 2 NHC: ⇔ NHC=CHN + -Edim (1)

Original languageEnglish (US)
Pages (from-to)2679-2681
Number of pages3
Issue number12
StatePublished - Jun 23 2008

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry


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