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dc.contributor.authorPoon, T. H. W.en
dc.contributor.authorPark, S. H.en
dc.contributor.authorElemes, Y.en
dc.contributor.authorFoote, C. S.en
dc.date.accessioned2015-11-24T16:46:04Z-
dc.date.available2015-11-24T16:46:04Z-
dc.identifier.issn0002-7863-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9024-
dc.rightsDefault Licence-
dc.subjecttriazolinedione-olefin reactionsen
dc.subjectreversible exciplex formationen
dc.subjectsinglet oxygenen
dc.subjectene reactionen
dc.subjectstereochemical dependenceen
dc.subjecttemperature-dependenceen
dc.subjectrotational barriersen
dc.subjectcis-alkenesen
dc.subjectn-phenyl-1,2,4-triazoline-3,5-dioneen
dc.subjectphotoisomerizationen
dc.titleReaction of N-Substituted 1,2,4-Triazoline-3,5-Diones and Trans-Cyclooctene - Direct Observation of an Aziridinium Imideen
heal.typejournalArticle-
heal.type.enJournal articleen
heal.type.elΆρθρο Περιοδικούel
heal.identifier.primaryDoi 10.1021/Ja00147a008-
heal.identifier.secondary<Go to ISI>://A1995TC32600008-
heal.identifier.secondaryhttp://pubs.acs.org/doi/pdfplus/10.1021/ja00147a008-
heal.languageen-
heal.accesscampus-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.publicationDate1995-
heal.abstract4-R-1,2,4-triazoline-3,5-diones (R = Me (MTAD), R = Ph (PTAD)) react stereospecifically with transcyclooctene (1) to give addition products 2, 3, and 4. The products of the reaction and those obtained from nucleophilic trapping of the intermediate with methanol and water suggest an aziridinium imide followed by an open cation that can lead to transannular ring closure and hydride shifts. At -83 degrees C a trans-aziridinium imide intermediate is formed nearly quantitatively and can be directly observed via NMR spectroscopy. An activation energy of 16.2 kcal/mol was measured for the decomposition of the aziridinium imide. A mechanism is proposed for the reaction.en
heal.publisherAmerican Chemical Societyen
heal.journalNameJ Am Chem Socen
heal.journalTypepeer reviewed-
heal.fullTextAvailabilityTRUE-
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά). ΧΗΜ

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