Application of neutral iridium(I) N-heterocyclic carbene complexes in ortho-directed hydrogen isotope exchange

Alison R Cochrane, Stephanie Irvine, William J Kerr, Marc Reid, Shalini Andersson, Goran N Nilsson

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Abstract

Bench-stable complexes of the type [Ir(COD)(NHC)Cl] (NHC = N¬-heterocyclic carbene) have been investigated within the field of hydrogen isotope exchange. By employing a sterically encumbered NHC within such complexes and catalyst loadings of only 5 mol%, moderate to high deuterium incorporations were achieved across a range of aromatic ketones and nitrogen-based heterocycles. The simple and synthetically accessible catalysts reported herein present alternatives to phosphine-based species and increase the available labelling systems with respect to established iridium-based isotope exchange methodologies
Original languageEnglish
Pages (from-to)451-454
Number of pages4
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume56
Issue number9-10
Early online date19 Jul 2013
DOIs
Publication statusPublished - Jul 2013

Keywords

  • ortho¬hydrogen isotope exchange
  • N-heterocyclic carbene
  • deuteration
  • iridium

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