title: Application of neutral iridium(I) N-heterocyclic carbene complexes in ortho-directed hydrogen isotope exchange.
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.
authors.affiliation: Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, UK.
authors.forename: Alison R
authors.initials: AR
authors.lastname: Cochrane
authors.forename: Stephanie
authors.initials: S
authors.lastname: Irvine
authors.forename: William J
authors.initials: WJ
authors.lastname: Kerr
authors.forename: Marc
authors.initials: M
authors.lastname: Reid
authors.forename: Shalini
authors.initials: S
authors.lastname: Andersson
authors.forename: Göran N
authors.initials: GN
authors.lastname: Nilsson
mesh_terms: D002384:Catalysis; D041961:Deuterium Exchange Measurement; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D007536:Isomerism; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D009942:Organometallic Compounds; C030011:carbene; D007495:Iridium; D008697:Methane
keywords: N-heterocyclic carbene; deuteration; iridium; ortho-hydrogen isotope exchange