Synthesis of Chiral MOF-74 Frameworks by Post-Synthetic Modification by Using an Amino Acid
| Autor: | Benjamin H. Strudwick, Sander Woutersen, Daniel M. Dawson, Sharon E. Ashbrook, Stefania Tanase, Andreea Gheorghe, David Dubbeldam |
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| Přispěvatelé: | University of St Andrews. EaSTCHEM, University of St Andrews. School of Chemistry, HCSC+ (HIMS, FNWI), Molecular Spectroscopy (HIMS, FNWI), Time-resolved vibrational spectroscopy, Molecular Simulations (HIMS, FNWI) |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Chiral induction
Metal ions in aqueous solution NDAS chirality 010402 general chemistry 01 natural sciences Catalysis metal–organic frameworks chemistry.chemical_compound Post-synthetic modifications post-synthetic modifications Aldol reaction Chiral Induction QD Chirality defects chemistry.chemical_classification Full Paper 010405 organic chemistry Organic Chemistry General Chemistry Metal-organic frameworks Full Papers QD Chemistry vibrational circular dichroism Combinatorial chemistry 0104 chemical sciences Amino acid Vibrational circular dichroism chemistry Dimethylformamide Defects Metal-organic framework Chirality (chemistry) |
| Zdroj: | Chemistry (Weinheim an Der Bergstrasse, Germany) Chemistry-A European Journal, 26(61), 13957-13965. Wiley-VCH Verlag Chemistry-A European Journal, 26 (61) |
| ISSN: | 1521-3765 0947-6539 |
| DOI: | 10.1002/chem.202002293 |
| Popis: | The synthesis of chiral metal–organic frameworks (MOFs) is highly relevant for asymmetric heterogenous catalysis, yet very challenging. Chiral MOFs with MOF‐74 topology were synthesised by using post‐synthetic modification with proline. Vibrational circular dichroism studies demonstrate that proline is the source of chirality. The solvents used in the synthesis play a key role in tuning the loading of proline and its interaction with the MOF‐74 framework. In N,N′‐dimethylformamide, proline coordinates monodentate to the Zn2+ ions within the MOF‐74 framework, whereas it is only weakly bound to the framework when using methanol as solvent. Introducing chirality within the MOF‐74 framework also leads to the formation of defects, with both the organic linker and metal ions missing from the framework. The formation of defects combined with the coordination of DMF and proline within the framework leads to a pore blocking effect. This is confirmed by adsorption studies and testing of the chiral MOFs in the asymmetric aldol reaction between acetone and para‐nitrobenzaldehyde. Chemistry - A European Journal, 26 (61) ISSN:0947-6539 ISSN:1521-3765 |
| Databáze: | OpenAIRE |
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