One-pot thermally chemocontrolled double Diels-Alder strategies. A route to [4+2] functionalisation/[4+2] derivatization of C-60

dc.contributor.authorMarkoulides, M. S.en
dc.contributor.authorIoannou, G. I.en
dc.contributor.authorManos, M. J.en
dc.contributor.authorChronakis, N.en
dc.date.accessioned2015-11-24T16:43:20Z
dc.date.available2015-11-24T16:43:20Z
dc.identifier.issn2046-2069-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/8687
dc.rightsDefault Licence-
dc.subjectefficient preparationen
dc.subjectelectron-transferen
dc.subjectfullerene c-60en
dc.subjectpi-donorsen
dc.subjectchemistryen
dc.subjectrongaliteen
dc.subjectderivativesen
dc.subjectanthraceneen
dc.subjectexpansionen
dc.subjectadductsen
dc.titleOne-pot thermally chemocontrolled double Diels-Alder strategies. A route to [4+2] functionalisation/[4+2] derivatization of C-60en
heal.abstractThe one-pot double Diels-Alder reactions of 3,4-di(methylene)tetrahydrothiophene-1,1-dioxide using temperature as the only chemocontrol element are described. Zn-dust promoted the 1,4-debromination of 3,4-bis(bromomethyl)-2,5-dihydrothiophene-1,1-dioxide in 5-nonanone, under MW conditions, followed by a Diels-Alder reaction, an SO2 extrusion step and a second Diels-Alder reaction. This approach was applied successfully in double [4 + 2] cycloadditions using the same or two different dienophiles to afford the corresponding Diels-Alder products in excellent yields. An elegant and practical method for [4 + 2] functionalisation/[4 + 2] derivatization of C-60 was achieved in a one-pot manner via the formation of a new reactive C-66 dienic intermediate.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primaryDoi 10.1039/C3ra23327h-
heal.identifier.secondary<Go to ISI>://000315905400040-
heal.identifier.secondaryhttp://pubs.rsc.org/en/Content/ArticleLanding/2013/RA/c3ra23327h-
heal.journalNameRsc Advancesen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate2013-
heal.publisherRoyal Society of Chemistryen
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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