?6-mesityl,?1-imidazolinylidene-carbene- ruthenium(II) complexes: Catalytic activity of their allenylidene derivatives in alkene metathesis and cycloisomerisation reactions

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dc.contributor.authorÇetinkaya B.
dc.contributor.authorDemir S.
dc.contributor.authorÖzdemir I.
dc.contributor.authorToupet L.
dc.contributor.authorSémeril D.
dc.contributor.authorBruneau C.
dc.contributor.authorDixneuf P.H.
dc.date.accessioned2019-10-27T08:59:42Z
dc.date.available2019-10-27T08:59:42Z
dc.date.issued2003
dc.departmentEge Üniversitesien_US
dc.description.abstractThe reaction of electron-rich carbene-precursor olefins containing two imidazolinylidene moieties [(2,4,6- Me3C6H2CH2)NCH2 CH2N(R)C=]2 (2a: R = CH2CH2OMe, 2b R = CH2Mes), bearing at least one 2,4,6-trimethylbenzyl (R = CH2Mes) group on the nitrogen atom, with [RuCl2(arene)]2 (arene = p-cymene, hexamethylbenzene) selectively leads to two types of complexes. The cleavage of the chloride bridges occurs first to yield the expected (carbene) (arene)ruthenium(II) complex 3. Then a further arene displacement reaction takes place to give the chelated ?6-mesityl,?1-carbene - ruthenium complexes 4 and 5. An analogous ?6-a- rene,?1-carbene complex with a benzimidazole frame 6 was isolated from an in situ reaction between [RuCl2(p-cymene)]2, the corresponding benzimidazolium salt and cesium carbonate. On heating, the RuCl2(imidazolinylidene) (p-cymene) complex 8, with p-methoxybenzyl pendent groups attached to the N atoms, leads to intramolecular p-cymene displacement and to the chelated ?6-arene,?1-carbene complex 9. On reaction with AgOTf and the propargylic alcohol HC?CCPh2OH, compounds 4-6 were transformed into the corresponding ruthenium allenylidene intermediates (4 › 10, 5 › 11, 6 › 12). The in situ generated intermediates 10-12 were found to be active and selective catalysts for ring-closing metathesis (RCM) or cycloisomerisation reactions depending on the nature of the 1,6-dienes. Two complexes [RuCl2- [?1CN(CH2C6H2 Me3-2,4,6)CH2CH2N- (CH2CH2OMe)}(C6Me6)] 3 with a monodentate carbene ligand and [RuCl2{?1- CN[CH2(?6-C6H2 Me3-2,4,6)]CH2CH2N- (CH2C6H2Me3-2,4,6)}] 5 with a chelating carbene-arene ligand were characterised by X-ray crystallography.en_US
dc.identifier.doi10.1002/chem.200204533
dc.identifier.endpage2330en_US
dc.identifier.issn0947-6539
dc.identifier.issn0947-6539en_US
dc.identifier.issue10en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage2323en_US
dc.identifier.urihttps://doi.org/10.1002/chem.200204533
dc.identifier.urihttps://hdl.handle.net/11454/27883
dc.identifier.volume9en_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.relation.ispartofChemistry - A European Journalen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAlkene metathesisen_US
dc.subjectArenesen_US
dc.subjectCarbenesen_US
dc.subjectCatalysisen_US
dc.subjectCycloisomerisationen_US
dc.subjectRutheniumen_US
dc.title?6-mesityl,?1-imidazolinylidene-carbene- ruthenium(II) complexes: Catalytic activity of their allenylidene derivatives in alkene metathesis and cycloisomerisation reactionsen_US
dc.typeArticleen_US

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