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Synthesis of chiral MOF-74 frameworks by post-synthetic modification using an amino acid

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Author(s)

Stefania Tanase, Andreea Gheorghe, David Dubbeldam, Benjamin Strudwick, Sander Woutersen, Sharon E. Ashbrook, Daniel McLean Dawson

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Abstract

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 synthesized 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 Zn 2+ ions within the MOF‐74 framework, whilst 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.
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Original languageEnglish
JournalChemistry - A European Journal
VolumeIn press
DOIs
Publication statusAccepted/In press - 27 May 2020

    Research areas

  • Metal-organic frameworks, Chirality, Post synthesis

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