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A palette of commonly used directing groups, including various pharmaceutically relevant nitrogen-containing heterocycles, are quantitatively ranked based on the results of intermolecular hydrogen isotope exchange competition reactions using two iridium complexes: [Ir(COD)(IMes)(PPh3)][BArF24] and [IrCl(COD)(IMes)]. The directing group power scales that have been constructed from these data reveal a wide range of reactivity covering four orders of magnitude. Intramolecular competition experiments have demonstrated that the obtained reactivity scale provides accurate predictions of regioselectivity within molecules with multiple competing directing groups. This work contributes to our understanding and control of regioselectivity in metal-catalysed C-H activation reactions.
- hydrogen isotope exchange
- iridium complexes
Data for: "A quantitative empirical directing group scale for selectivity in iridium-catalysed hydrogen isotope exchange reactions"
Insights into mechanism and selectivity in ruthenium(II)-catalysed ortho-arylation reactions directed by Lewis basic groupsMcIntyre, J., Mayoral-Soler, I., Salvador Sedano, P., Poater, A. & Nelson, D. J., 1 Jun 2018, In: Catalysis Science and Technology.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile13 Citations (Scopus)14 Downloads (Pure)