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dc.contributor.authorHoogesteger, Reece H.
dc.contributor.authorMurdoch, Nicola
dc.contributor.authorCordes, David B.
dc.contributor.authorJohnston, Craig Paterson
dc.date.accessioned2023-07-19T15:30:09Z
dc.date.available2023-07-19T15:30:09Z
dc.date.issued2023-08-28
dc.identifier290052059
dc.identifier372c442e-c6fe-4eae-9103-7e6fc746f48c
dc.identifier85165250562
dc.identifier.citationHoogesteger , R H , Murdoch , N , Cordes , D B & Johnston , C P 2023 , ' Cobalt-catalyzed Wagner–Meerwein rearrangements with concomitant nucleophilic hydrofluorination ' , Angewandte Chemie International Edition , vol. 62 , no. 35 , e202308048 . https://doi.org/10.1002/anie.202308048en
dc.identifier.issn1433-7851
dc.identifier.otherRIS: urn:399A7CA135EA96D96AE40383A0F9A2C8
dc.identifier.otherORCID: /0000-0003-2459-1872/work/139156455
dc.identifier.otherORCID: /0000-0002-5366-9168/work/139156719
dc.identifier.urihttps://hdl.handle.net/10023/27990
dc.descriptionFunding: The authors acknowledge funding from the Royal Society (University Research Fellowship URF\R1\180017 (CPJ) and associated Enhancement Award RGF\EA\181022 (CPJ and RHH)), and the EaSI-CAT Centre for Doctoral Training (RHH and NM).en
dc.description.abstractWe report a cobalt-catalyzed Wagner-Meerwein rearrangement of gem-disubstituted allylarenes that generates fluoroalkane products with isolated yields up to 84%. Modification of the counteranion of the N-fluoropyridinium oxidant suggests the substrates undergo nucleophilic fluorination during the reaction. Subjecting the substrates to other known metal-mediated hydrofluorination procedures did not lead to observable 1,2-aryl migration. Thus, indicating the unique ability of these cobalt-catalyzed conditions to generate a sufficiently reactive electrophilic intermediate capable of promoting this Wagner-Meerwein rearrangement.
dc.format.extent7
dc.format.extent8757637
dc.language.isoeng
dc.relation.ispartofAngewandte Chemie International Editionen
dc.subjectCobalt catalysisen
dc.subjectHydrofluorinationen
dc.subjectWagner-Meerweinen
dc.subjectCationsen
dc.subjectPhenonium Ionen
dc.subjectDASen
dc.subjectMCCen
dc.titleCobalt-catalyzed Wagner–Meerwein rearrangements with concomitant nucleophilic hydrofluorinationen
dc.typeJournal articleen
dc.contributor.sponsorThe Royal Societyen
dc.contributor.sponsorThe Royal Societyen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doi10.1002/anie.202308048
dc.description.statusPeer revieweden
dc.identifier.grantnumberURF/R1/180017en
dc.identifier.grantnumberRGF\EA\181022en


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