Enantiopure encaged Verkade's superbases: Synthesis, chiroptical properties, and use as chiral derivatizing agent
| Autor: | Damien Hérault, Stéphane Grass, Bastien Chatelet, Alexandre Martinez, Nicolas Vanthuyne, Véronique Dufaud, Jean-Pierre Dutasta, Marion Jean, Jérôme Lacour, Muriel Albalat, Jian Yang, Vincent Robert |
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| Přispěvatelé: | Institut des Sciences Moléculaires de Marseille (ISM2), Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Département de chimie physique [Genève], Université de Genève (UNIGE), Laboratoire de Chimie - UMR5182 (LC), Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-École normale supérieure - Lyon (ENS Lyon)-Institut de Chimie du CNRS (INC), Université de Genève = University of Geneva (UNIGE), École normale supérieure de Lyon (ENS de Lyon)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Circular dichroism
Stereochemistry 010402 general chemistry 01 natural sciences Catalysis Analytical Chemistry Drug Discovery [CHIM]Chemical Sciences ECD Enantiomeric excess Spectroscopy Chiral derivatizing agent enantiopure cages Pharmacology Verkade's superbase 010405 organic chemistry Chemistry Organic Chemistry Absolute configuration Phosphazide 0104 chemical sciences Enantiopure drug chiral derivatizing agent ddc:540 Chirality (chemistry) |
| Zdroj: | Chirality, Vol. 32, No 2 (2020) pp. 139-146 Chirality Chirality, Wiley, 2020, 32 (2), pp.139-146. ⟨10.1002/chir.23156⟩ Chirality, 2020, 32 (2), pp.139-146. ⟨10.1002/chir.23156⟩ |
| ISSN: | 0899-0042 1520-636X |
| DOI: | 10.1002/chir.23156⟩ |
| Popis: | International audience; Verkade's superbases, entrapped in the cavity of enantiopure hemicryptophane cages, have been synthesized with enantiomeric excess (ee) superior to 98%. Their absolute configuration has been determined by using electronic circular dichroism (ECD) spectroscopy. These enantiopure encaged superbases turned out to be efficient chiral derivatizing agents for chiral azides, underlining that the chirality of the cycloveratrylene (CTV) macrocycle induces different magnetic and chemical environments around the phosphazide functions. |
| Databáze: | OpenAIRE |
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