Quinoline‐Based Silylium Ions: Synthesis, Structure and Lewis Acidity
| العنوان: | Quinoline‐Based Silylium Ions: Synthesis, Structure and Lewis Acidity |
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| المؤلفون: | Frédéric Robert, Nivesh Kumar, Claire Laye, Yannick Landais |
| المساهمون: | Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| المصدر: | European Journal of Organic Chemistry European Journal of Organic Chemistry, Wiley-VCH Verlag, 2021, 2021 (25), pp.3613-3621. ⟨10.1002/ejoc.202100604⟩ |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | Silylation, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010405 organic chemistry, Chemistry, Organic Chemistry, Quinoline, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, Ion, chemistry.chemical_compound, Polymer chemistry, Lewis acids and bases, Physical and Theoretical Chemistry |
| الوصف: | International audience; Heteroarylsilyl cations elaborated from a quinoline skeleton have been prepared from the corresponding silanes and their structures studied by 1 H, 29 Si, and 15 N NMR. DOSY experiments and DFT calculations were also carried out showing that the silyl cation center is stabilized intramolecularly by the quinoline nitrogen atom (N1), forming a highly strained and quasi planar 4-membered ring. Oxygenated and nitrogenated substituents at the C4 position on the quinoline ring were shown to reinforce the Si-N1 interaction through a p- conjugation. The Lewis acidity of this class of silylium was finally determined using Müller's nitrilium method. |
| تدمد: | 1099-0690 1434-193X |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c33c9e6525717f09a0b357a2759574ce https://doi.org/10.1002/ejoc.202100604 |
| حقوق: | OPEN |
| رقم الأكسشن: | edsair.doi.dedup.....c33c9e6525717f09a0b357a2759574ce |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 10990690 1434193X |
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