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dc.contributor.authorMühlfenzl, Kim
dc.contributor.authorEnemærke, Vitus
dc.contributor.authorGahlawat, Sahil
dc.contributor.authorGolbækdal, Peter
dc.contributor.authorMunksgaard-Ottosen, Nikoline
dc.contributor.authorNeumann, Karoline
dc.contributor.authorHopmann, Kathrin Helen
dc.contributor.authorNorrby, Per-Ola
dc.contributor.authorElmore, Charles
dc.contributor.authorSkrydstrup, Troels
dc.date.accessioned2024-10-18T07:20:09Z
dc.date.available2024-10-18T07:20:09Z
dc.date.issued2024-08-15
dc.description.abstractHere we present an effective nickel-catalyzed carbonylative cross-coupling for direct access to alkyl aryl ketones from readily accessible redox-activated tetrachlorophthalimide esters and aryl boronic acids. The methodology, which is run employing only 2.5 equivalents of CO and simple Ni(II) salts as the metal source, exhibits a broad substrate scope under mild conditions. Furthermore, this carbonylation chemistry provides an easy switch between isotopologues for stable (<sup>13</sup>CO) and radioactive (<sup>14</sup>CO) isotope labeling, allowing its adaptation to the late-stage isotope labeling of pharmaceutically relevant compounds. Based on DFT calculations as well as experimental evidence, a catalytic cycle is proposed involving a carbon-centered radical formed via nickel(I)-induced outer-sphere decarboxylative fragmentation of the redox-active ester.en_US
dc.identifier.citationMühlfenzl, Enemærke, Gahlawat, Golbækdal, Munksgaard-Ottosen, Neumann, Hopmann, Norrby, Elmore, Skrydstrup. Nickel Catalyzed Carbonylative Cross Coupling for Direct Access to Isotopically Labeled Alkyl Aryl Ketones. Angewandte Chemie. 2024en_US
dc.identifier.cristinIDFRIDAID 2287223
dc.identifier.doi10.1002/anie.202412247
dc.identifier.issn0044-8249
dc.identifier.issn1521-3757
dc.identifier.urihttps://hdl.handle.net/10037/35297
dc.language.isoengen_US
dc.publisherWileyen_US
dc.relation.ispartofGahlawat, S. (2024). Computational Approach to Molecular Reactivity of Transition Metal Complexes. (Doctoral thesis). <a href=https://hdl.handle.net/10037/35298>https://hdl.handle.net/10037/35298</a>
dc.relation.journalAngewandte Chemie
dc.relation.projectIDNorges forskningsråd: 262695en_US
dc.relation.projectIDSigma2: nn9330ken_US
dc.relation.projectIDNorges forskningsråd: 300769en_US
dc.relation.projectIDSigma2: nn14654ken_US
dc.relation.projectIDinfo:eu-repo/grantAgreement/EC/H2020/859910/EU/Cooperation towards a sustainable chemical industry/CO2PERATE/en_US
dc.rights.accessRightsopenAccessen_US
dc.rights.holderCopyright 2024 The Author(s)en_US
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0en_US
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)en_US
dc.titleNickel Catalyzed Carbonylative Cross Coupling for Direct Access to Isotopically Labeled Alkyl Aryl Ketonesen_US
dc.type.versionpublishedVersionen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US


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Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Med mindre det står noe annet, er denne innførselens lisens beskrevet som Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)