Diels-Alder reactions: The effects of catalyst on the addition reaction

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dc.authoridYILMAZ, Ozgur -- 0000-0001-9278-1091; Simsek Kus, Nermin -- 0000-0002-5402-2614
dc.contributor.authorYılmaz, Özgür
dc.contributor.authorŞimşek Kuş, Nermin
dc.contributor.authorTunç, Tuncay
dc.contributor.authorŞahin, Ertan
dc.date.accessioned13.07.201910:50:10
dc.date.accessioned2019-07-29T19:29:28Z
dc.date.available13.07.201910:50:10
dc.date.available2019-07-29T19:29:28Z
dc.date.issued2015
dc.departmentEğitim Fakültesi
dc.description.abstractThe reaction between 2,3-dimethyl-1,3-butadiene and dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate is efficiently achieved with small amounts of catalyst, i.e. phenol, AcOH, nafion, and beta-cyclodextrin. Exo-diastereoselective cycloaddition reactions were observed both without catalyst and different catalysts for 48 days. As a result, different products (tricyclicmolecule 5, retro-Diels-Alder product 6, and oxidation product 7) were obtained with different catalysts. In addition, we synthesized Diels-Alders product 8 and tricyclocyclitol 10 via Diels-Alder reaction. The structures of these products were characterized by H-1 NMR, C-13 NMR, MS and IR spectroscopy. (C) 2015 Elsevier B.V. All rights reserved.
dc.description.sponsorshipMersin University (BAP-FBE KA) [2010-5 YL]; Aksaray University, Science and Technology Application and Research Center, Aksaray, Turkey (State of Planning Organization) [2010K120480]
dc.description.sponsorshipThe authors are indebted to Mersin University (BAP-FBE KA (OY) 2010-5 YL) for its financial support of this work and Prof. Dr. Hasan Secen, Prof Dr. Arif Dastan for their help during this work. The authors acknowledge Aksaray University, Science and Technology Application and Research Center, Aksaray, Turkey, for the use of the Bruker SMART BREEZE CCD diffractometer (purchased under grant No. 2010K120480 of the State of Planning Organization).
dc.identifier.doi10.1016/j.molstruc.2015.06.012
dc.identifier.endpage75en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopusqualityQ1
dc.identifier.startpage72en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2015.06.012
dc.identifier.urihttps://hdl.handle.net/20.500.12451/6171
dc.identifier.volume1098en_US
dc.identifier.wosWOS:000360870100010
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectDiels-Alder Addition
dc.subjectCyclohexadiene
dc.subjectRetro-Diels-Alder Reaction
dc.subjectSubstituted Benzene
dc.titleDiels-Alder reactions: The effects of catalyst on the addition reaction
dc.typeArticle

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