Synthesis of chiral MOF-74 frameworks by post-synthetic modification using an amino acid
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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.
Tanase , S , Gheorghe , A , Dubbeldam , D , Strudwick , B , Woutersen , S , Ashbrook , S E & Dawson , D M 2020 , ' Synthesis of chiral MOF-74 frameworks by post-synthetic modification using an amino acid ' , Chemistry - A European Journal , vol. Early View . https://doi.org/10.1002/chem.202002293
Chemistry - A European Journal
Copyright © 2020 The Authors. Published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
DescriptionThis work is part of the Research Priority Area Sustainable Chemistry of the University of Amsterdam, http://suschem.uva.nl, and was funded by a TOP-PUNT grant from the Netherlands Organisation for Scientific Research (NWO).
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