Catalytic difunctionalization of unactivated alkenes with unreactive hexamethyldisilane through regeneration of silylium ions

dc.contributor.authorWu, Qian
dc.contributor.authorRoy, Avijit
dc.contributor.authorIrran, Elisabeth
dc.contributor.authorQu, Zheng-Wang
dc.contributor.authorGrimme, Stefan
dc.contributor.authorKlare, Hendrik F. T.
dc.contributor.authorOestreich, Martin
dc.date.accessioned2020-02-13T14:53:10Z
dc.date.available2020-02-13T14:53:10Z
dc.date.issued2019-10-23
dc.description.abstractA metal‐free, intermolecular syn‐addition of hexamethyldisilane across simple alkenes is reported. The catalytic cycle is initiated and propagated by the transfer of a methyl group from the disilane to a silylium‐ion‐like intermediate, corresponding to the (re)generation of the silylium‐ion catalyst. The key feature of the reaction sequence is the cleavage of the Si−Si bond in a 1,3‐silyl shift from silicon to carbon. A central intermediate of the catalysis was structurally characterized by X‐ray diffraction, and the computed reaction mechanism is fully consistent with the experimental findings.en
dc.description.sponsorshipTU Berlin, Open-Access-Mittel - 2019en
dc.identifier.eissn1521-3773
dc.identifier.issn1433-7851
dc.identifier.urihttps://depositonce.tu-berlin.de/handle/11303/10760
dc.identifier.urihttp://dx.doi.org/10.14279/depositonce-9655
dc.language.isoen
dc.rights.urihttps://creativecommons.org/licenses/by-nc/4.0/
dc.subject.ddc540 Chemie und zugeordnete Wissenschaftenen
dc.subject.otheralkenesen
dc.subject.otherdensity functional calculationsen
dc.subject.otherhomogeneous catalysisen
dc.subject.othersilylium ionsen
dc.subject.otherSi@Si activationen
dc.titleCatalytic difunctionalization of unactivated alkenes with unreactive hexamethyldisilane through regeneration of silylium ionsen
dc.typeArticleen
dc.type.versionpublishedVersionen
dcterms.bibliographicCitation.doi10.1002/anie.201911282
dcterms.bibliographicCitation.issue48
dcterms.bibliographicCitation.journaltitleAngewandte Chemie International Editionen
dcterms.bibliographicCitation.originalpublishernameWileyen
dcterms.bibliographicCitation.originalpublisherplaceWeinheimen
dcterms.bibliographicCitation.pageend17311
dcterms.bibliographicCitation.pagestart17307
dcterms.bibliographicCitation.volume58
tub.accessrights.dnbfree
tub.affiliationFak. 2 Mathematik und Naturwissenschaften::Inst. Chemie::FG Organische Chemie / Synthese und Katalysede
tub.affiliation.facultyFak. 2 Mathematik und Naturwissenschaftende
tub.affiliation.groupFG Organische Chemie / Synthese und Katalysede
tub.affiliation.instituteInst. Chemiede
tub.publisher.universityorinstitutionTechnische Universität Berlinde

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