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dc.contributor.authorBykova, Tanya
dc.contributor.authorAl-Maharik, Nawaf
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorO'Hagan, David
dc.date.accessioned2016-08-11T23:32:59Z
dc.date.available2016-08-11T23:32:59Z
dc.date.issued2015
dc.identifier.citationBykova , T , Al-Maharik , N , Slawin , A M Z & O'Hagan , D 2015 , ' Synthesis of selectively fluorinated cyclohexanes : the observation of phenonium rearrangements during deoxyfluorination reactions on cyclohexane rings with a vicinal phenyl substituent ' , Journal of Fluorine Chemistry , vol. In press . https://doi.org/10.1016/j.jfluchem.2015.08.003en
dc.identifier.issn0022-1139
dc.identifier.otherPURE: 207543758
dc.identifier.otherPURE UUID: 00b3f347-7408-414c-8892-47c8be20dbad
dc.identifier.otherScopus: 84946494725
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56862013
dc.identifier.otherWOS: 000364881000027
dc.identifier.otherORCID: /0000-0002-0510-5552/work/68281292
dc.identifier.urihttp://hdl.handle.net/10023/9288
dc.description.abstractA study focused on the synthesis of a derivative of all-cis phenyl-2,3,5,6-tetrafluorocyclohexane, incorporating a methyl group at the benzylic position, found that the fluorination reactions of diepoxide and diol precursors, were susceptible to rearrangement and unexpected products. The origin of these rearranged products can be rationalised by aryl migrations occurring via phenonium ion intermediates, in adventitious pathways occurring during deoxofluorination reactions with hydrogen fluoride reagents.
dc.language.isoeng
dc.relation.ispartofJournal of Fluorine Chemistryen
dc.rightsCopyright © 2015 Elsevier Science B.V. All rights reserved. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://dx.doi.org/10.1016/j.jfluchem.2015.08.003en
dc.subjectPhenonium rearrangementen
dc.subjectFluoroaliphaticsen
dc.subjectDeoxofluorination reactionsen
dc.subjectFluorocyclohexanesen
dc.subjectAll-cis tetrafluorocyclohexane motifen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleSynthesis of selectively fluorinated cyclohexanes : the observation of phenonium rearrangements during deoxyfluorination reactions on cyclohexane rings with a vicinal phenyl substituenten
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.1016/j.jfluchem.2015.08.003
dc.description.statusPeer revieweden
dc.date.embargoedUntil2016-08-11


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