98 research outputs found

    The development and use of novel iridium complexes as catalysts for ortho-directed hydrogen isotope exchange reactions

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    The preparation and application of groups of new iridium complexes are described. In particular, iridium complexes possessing phosphine ligands and a bulky N-heterocyclic carbene have been shown to be robust and readily handled species and have been applied in a range of directed hydrogen-deuterium and -tritium exchange processes and, in particular, with drug-like substrates or within ADMET-related studies. Overall, these new iridium(I) complexes are shown to be highly active catalysts and display catalytic activity far in excess of the industry standard, Crabtree's catalyst, with excellent levels of labelling being achieved over short reaction times and at low metal complex loadings, whilst tolerating a wide range of functional moieties. Furthermore and again in contrast to systems employing Crabtree's catalyst, the low catalyst loadings and short reaction times made possible by these emerging iridium carbene comple have delivered tritiated products with very good levels of labelling and without any appreciable by-product waste production

    Hydrogen isotope exchange with highly active iridium(I) NHC/phosphine complexes : a comparative counter-ion study

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    Herein we present a range of substrates that undergo hydrogen isotope exchange with an iridium(I) NHC/phosphine complex bearing the less coordinating tetrakis[3,5-bis(trifluoromethyl)phenyl]borate counterion, and compare these with labelling using the equivalent, more established hexafluorophosphate complex. The changes in reactivity and selectivity of these complexes in a series of solvents are examined

    Gibberellin A4 monohydrate

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    The title compond, C19H24O5·H2O, has two gibberellin A4 mol­ecules and two water mol­ecules in the asymmetric unit. The A and B rings have chair conformations, whereas the C and D rings have envelope conformations; the two rings which contain the lactone and carbonyl bridge adopt chair and envelope conformations. The crystal structure is established by O—H⋯O hydrogen bonds and supported by C—H⋯O hydrogen bonds

    Recent advances in iridium(I) catalysis towards directed hydrogen isotope exchange

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    The initial discovery and establishment of a family of novel iridium catalysts possessing N-heterocyclic carbene units alongside bulky phosphine ligands allowed selected substrates to be labelled using deuterium or tritium gas at desirably low catalyst loadings via an ortho-directed C-H insertion process. Such a method has broad applicability and offers distinct advantages within the pharmaceutical industry, directly facilitating the ability to carefully monitor a potential drug molecule’s biological fate. Over the past decade since these initial protocols were divulged, many additional advances have been made in terms of catalyst design and substrate scope. This review describes the broadened array of new iridium catalysts and associated protocols for direct and selective C-H activation and hydrogen isotope insertion within a number of new chemical entities of direct relevance to the pharmaceutical industry

    The mediation of aryl ketone deuteration by [Ir(PPh3)3(cod)]+.BF4?

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