Triggering activity of catalytic rod-like supramolecular polymers
| Autor: | Elisa Huerta, E. W. Meijer, Bas van Genabeek, Anja R. A. Palmans, Brigitte A. G. Lamers, Marcel M. E. Koenigs |
|---|---|
| Přispěvatelé: | Institute for Complex Molecular Systems, Macro-Organic Chemistry, Macromolecular and Organic Chemistry, Chemical Engineering and Chemistry |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
chemistry.chemical_classification
inorganic chemicals Conformational change Proline Macromolecular Substances Polymers Stereochemistry Organocatalysis Organic Chemistry General Chemistry Self-assembly Supramolecular polymers Catalysis Computers Molecular Aldol reaction chemistry Benzamides Polymer chemistry Moiety Selectivity |
| Zdroj: | Chemistry : A European Journal, 21(9), 3682-3690. Wiley-VCH Verlag |
| ISSN: | 0947-6539 |
| Popis: | Supramolecular polymers based on benzene-1,3,5- tricarboxamides (BTAs) functionalized with an L- or D-proline moiety display high catalytic activity towards aldol reactions in water. High turnover frequencies (TOF) of up to 27 × 10-4 s-1 and excellent stereoselectivities (up to 96% de, up to 99% ee) were observed. In addition, the catalyst could be reused and remained active at catalyst loadings and substrate concentrations as low as 0.1 mol% and 50 mm, respectively. A temperature-induced conformational change in the supramolecular polymer triggers the high activity of the catalyst. The supramolecular polymer's helical sense in combination with the configuration of the proline (L- or D) is responsible for the observed selectivity. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|