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

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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)
1 Downloads (Pure)

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 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.
Original languageEnglish
Number of pages10
JournalChemistry - A European Journal
VolumeEarly View
Early online date20 Oct 2020
DOIs
Publication statusE-pub ahead of print - 20 Oct 2020

Keywords

  • Metal-organic frameworks
  • Chirality
  • Post-synthetic modifications
  • Vibrational circular dichroism
  • Chiral induction
  • Defects

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