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

التفاصيل البيبلوغرافية
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
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
الوصف
تدمد:20569890
DOI:10.1107/S2056989018015335