Academic Journal
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
العنوان: | 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 |
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المؤلفون: | Mlostoń, Grzegorz, Grzelak, Paulina, Linden, Anthony, Heimgartner, Heinz |
المساهمون: | Department of Organic and Applied Chemistry, University of Łódź, Tamka 12, PL-91-403 Łódź, Poland, Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland, anthony.linden@chem.uzh.ch |
بيانات النشر: | International Union of Crystallography |
سنة النشر: | 2018 |
المجموعة: | University of Lodz: Repository (RUŁ) / Instytucjonalne Repozytorium Wiedzy Uniwersytetu Łódzkiego |
مصطلحات موضوعية: | crystal structure, tetrahydrothiophene, [3 + 2]-cycloaddition |
الوصف: | The 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. ; Funding for this research was provided by: Maestro-3, National Science Center, Cracow (grant No. Dec-2012/06/A/ST5/00219 to GM). |
نوع الوثيقة: | article in journal/newspaper |
وصف الملف: | application/pdf |
اللغة: | English |
تدمد: | 2056-9890 |
Relation: | Acta Crystallographica Section E: Crystallographic Communications;74; 12; http://hdl.handle.net/11089/40539 |
DOI: | 10.1107/S2056989018015335 |
الاتاحة: | http://hdl.handle.net/11089/40539 https://doi.org/10.1107/S2056989018015335 |
Rights: | Uznanie autorstwa 4.0 Międzynarodowe ; http://creativecommons.org/licenses/by/4.0/ |
رقم الانضمام: | edsbas.4E5F6FB |
قاعدة البيانات: | BASE |
تدمد: | 20569890 |
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DOI: | 10.1107/S2056989018015335 |