Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/5393
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dc.contributor.authorRamsaywack, Sharwatie-
dc.contributor.authorKaraca, Sıla-
dc.contributor.authorGholami, Mojtaba-
dc.contributor.authorMurray, Adrian H.-
dc.contributor.authorHampel, Frank-
dc.contributor.authorMcDonald, Robert-
dc.contributor.authorElmacı, Nuran-
dc.contributor.authorLüthi, Hans Peter-
dc.contributor.authorTykwinski, Rik R.-
dc.date.accessioned2017-04-25T08:16:34Z-
dc.date.available2017-04-25T08:16:34Z-
dc.date.issued2014-11-
dc.identifier.citationJournal of Organic Chemistry, 79(21), 10013-10029. doi:10.1021/jo5016085en_US
dc.identifier.issn0022-3263-
dc.identifier.urihttps://doi.org/10.1021/jo5016085-
dc.identifier.urihttp://hdl.handle.net/11147/5393-
dc.description.abstractThe synthesis of donor- (D) and/or acceptor (A)-expanded [4]radialenes has been developed on the basis of readily available dibromoolefin (7), tetraethynylethene (10 and 20), and vinyl triflate (12) building blocks. The successful formation of D/A radialenes relies especially on (1) effective use of a series alkynyl protecting groups, (2) Sonogashira cross-coupling reactions, and (3) the development of ring closing reactions to form the desired macrocyclic products. The expanded [4]radialene products have been investigated by spectroscopic (UV-vis absorption and emission) and quantum chemical computational methods (density functional theory and time dependent DFT). The combined use of theory and experiment provides a basis to evaluate the extent of D/A interactions via the cross-conjugated radialene framework as well as an interpretation of the origin of D/A interactions at an orbital level.en_US
dc.description.sponsorshipNSERC; Deutsche Forschungsgemeinschaft (DFG-SFB 953); Interdisciplinary Center for Molecular Materials (ICMM); State Planning Organization (2008K120730)en_US
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofJournal of Organic Chemistryen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectAbsorption spectroscopyen_US
dc.subjectRing-closing reactionsen_US
dc.subjectProtecting groupen_US
dc.subjectDensity functional theoryen_US
dc.subjectChemical bondsen_US
dc.subjectOrganic polymersen_US
dc.titleDonor- and/or acceptor-substituted expanded radialenes: Theory, synthesis, and propertiesen_US
dc.typeArticleen_US
dc.authoridTR9101en_US
dc.institutionauthorKaraca, Sıla-
dc.institutionauthorElmacı, Nuran-
dc.departmentİzmir Institute of Technology. Chemistryen_US
dc.identifier.volume79en_US
dc.identifier.issue21en_US
dc.identifier.startpage10013en_US
dc.identifier.endpage10029en_US
dc.identifier.wosWOS:000344638200011en_US
dc.identifier.scopus2-s2.0-84910011742en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.identifier.doi10.1021/jo5016085-
dc.identifier.pmid25260123en_US
dc.relation.doi10.1021/jo5016085en_US
dc.coverage.doi10.1021/jo5016085en_US
dc.identifier.wosqualityQ1-
dc.identifier.scopusqualityQ1-
item.openairetypeArticle-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.fulltextWith Fulltext-
item.languageiso639-1en-
item.cerifentitytypePublications-
item.grantfulltextopen-
crisitem.author.dept04.01. Department of Chemistry-
Appears in Collections:Chemistry / Kimya
PubMed İndeksli Yayınlar Koleksiyonu / PubMed Indexed Publications Collection
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection
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