Quantitative prediction of selectivity in iridium-catalysed hydrogen isotope exchange reactions
Timofeeva, Daria S. and Lindsay, David M. and Kerr, William J. and Nelson, David J. (2020) Quantitative prediction of selectivity in iridium-catalysed hydrogen isotope exchange reactions. ChemRxiv, [London]. (https://doi.org/10.26434/chemrxiv.12589529)
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Abstract
A pallette 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 constructred 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.
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Item type: Other ID code: 73113 Dates: DateEvent2 July 2020PublishedSubjects: Science > Chemistry > Physical and theoretical chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 08 Jul 2020 13:06 Last modified: 22 Apr 2024 01:13 URI: https://strathprints.strath.ac.uk/id/eprint/73113
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