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

Cochrane, Alison R and Irvine, Stephanie and Kerr, William J and Reid, Marc and Andersson, Shalini and Nilsson, Goran N (2013) Application of neutral iridium(I) N-heterocyclic carbene complexes in ortho-directed hydrogen isotope exchange. Journal of Labelled Compounds and Radiopharmaceuticals, 56 (9-10). pp. 451-454. ISSN 0362-4803 (https://doi.org/10.1002/jlcr.3084)

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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

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