Methoxy-functionalized N-heterocyclic carbenes

David J. Nelson, Alba Collado, Simone Manzini, Sebastien Meiries, Alexandra M Z Slawin, David B. Cordes, Steven P. Nolan

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63 Citations (Scopus)

Abstract

The effect of methoxy functionalization of three N-heterocyclic carbene ligands was assessed using a variety of methods. The steric environment of each carbene has been assessed in various coordination environments. The electronic properties, specifically the electron-donating character and π-accepting ability, have been evaluated using nickel and iridium complexes and selenium adducts, respectively. Comparisons with the parent systems have been made with respect to both electronic and steric properties. The carbenes IPr OMe, SIPrOMe, and IPrOMe have been found to be more electron donating than the parent systems IPr, SIPr, and IPr* and only slightly less π accepting, yet they exhibit similar steric properties.

Original languageEnglish
Pages (from-to)2048-2058
Number of pages11
JournalOrganometallics
Volume33
Issue number8
DOIs
Publication statusPublished - 28 Apr 2014
Externally publishedYes

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Keywords

  • N-heterocyclic carbene ligands
  • nickel
  • iridium
  • selenium

Cite this

Nelson, D. J., Collado, A., Manzini, S., Meiries, S., Slawin, A. M. Z., Cordes, D. B., & Nolan, S. P. (2014). Methoxy-functionalized N-heterocyclic carbenes. Organometallics, 33(8), 2048-2058. https://doi.org/10.1021/om5001919