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Chemo- and regioselective [3 + 2]-cyclo­additions of thio­carbonyl ylides: crystal structures of trans-8-benzoyl-1,1,3,3-tetra­methyl-7-tri­fluoro­methyl-5-thia­spiro­[3.4]octan-2-one and trans-3-benzoyl-2,2-di­phenyl-4-(tri­fluoro­meth­yl)tetra­hydro­thio­phene

dc.contributor.authorMlostoń, Grzegorz
dc.contributor.authorGrzelak, Paulina
dc.contributor.authorLinden, Anthony
dc.contributor.authorHeimgartner, Heinz
dc.date.accessioned2022-01-31T09:08:03Z
dc.date.available2022-01-31T09:08:03Z
dc.date.issued2018
dc.identifier.issn2056-9890
dc.identifier.urihttp://hdl.handle.net/11089/40539
dc.descriptionThe title compounds, C19H21F3O2S and C24H19F3OS, were prepared via chemo- and regioselective [3 + 2]-cyclo­additions of the respective thio­carbonyl ylides (thio­carbonyl S-methanides), generated in situ, with (E)-4,4,4-tri­fluoro-1-phenyl­but-2-en-1-one. The thio­phene ring in the crystal structure of each compound has an envelope conformation. The largest differences between the two mol­ecular structures is in the bond lengths about the quaternary C atom of the thio­phene ring; in the spiro­cyclic structure, the C—C bonds to the spiro C atom in the cyclo­butane ring are around 1.60 Å, although this is also observed in related structures. In the same structure, weak inter­molecular C—H⋯X (X = S, O) inter­actions link the mol­ecules into extended ribbons running parallel to the [001] direction. In the other structure, weak C—H⋯π inter­actions link the mol­ecules into sheets parallel to the (010) plane.pl_PL
dc.description.sponsorshipFunding for this research was provided by: Maestro-3, National Science Center, Cracow (grant No. Dec-2012/06/A/ST5/00219 to GM).pl_PL
dc.language.isoenpl_PL
dc.publisherInternational Union of Crystallographypl_PL
dc.relation.ispartofseriesActa Crystallographica Section E: Crystallographic Communications;74
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectcrystal structurepl_PL
dc.subjecttetra­hydro­thio­phenepl_PL
dc.subject[3 + 2]-cyclo­additionpl_PL
dc.titleChemo- and regioselective [3 + 2]-cyclo­additions of thio­carbonyl ylides: crystal structures of trans-8-benzoyl-1,1,3,3-tetra­methyl-7-tri­fluoro­methyl-5-thia­spiro­[3.4]octan-2-one and trans-3-benzoyl-2,2-di­phenyl-4-(tri­fluoro­meth­yl)tetra­hydro­thio­phenepl_PL
dc.typeArticlepl_PL
dc.page.number1705-1709pl_PL
dc.contributor.authorAffiliationDepartment of Organic and Applied Chemistry, University of Łódź, Tamka 12, PL-91-403 Łódź, Polandpl_PL
dc.contributor.authorAffiliationDepartment of Organic and Applied Chemistry, University of Łódź, Tamka 12, PL-91-403 Łódź, Polandpl_PL
dc.contributor.authorAffiliationDepartment of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerlandpl_PL
dc.contributor.authorAffiliationDepartment of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerlandpl_PL
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dc.contributor.authorEmailanthony.linden@chem.uzh.chpl_PL
dc.identifier.doi10.1107/S2056989018015335
dc.relation.volume12pl_PL
dc.disciplinenauki chemicznepl_PL


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