4.5 Article

Solvent-induced enantioselectivity reversal in a chiral metal organic framework

Journal

JOURNAL OF SEPARATION SCIENCE
Volume 44, Issue 17, Pages 3319-3323

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/jssc.202100322

Keywords

enantioseparation; metal organic framework; selectivity reversal; separation

Funding

  1. CSIRO
  2. Imperial College London

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Solvent-induced enantioselectivity reversal is a rarely reported phenomenon in porous homochiral materials, but has been observed for the first time in a homochiral metal organic framework. This interesting selectivity reversal behavior may be observed in other competitive adsorption and nonchiral selective processes involving solvents.
Solvent-induced enantioselectivity reversal is a rarely reported phenomenon in porous homochiral materials. Similar behavior has been studied in chiral high performance liquid chromatography, where minor modifications to the mobile phase can induce elution order reversal of two enantiomers on a chiral stationary phase column. We report the first instance of solvent-induced enantioselectivity reversal in a homochiral metal organic framework. Further, we highlight the complex enantioselectivity behavior of homochiral metal organic frameworks toward racemic mixtures in the presence of solvents through racemate-solvent enantioselectivity and loading experiments as well as enantiopure-solvent loading experiments. We hypothesize that this interesting selectivity reversal behavior is likely to be observed in other competitive adsorption, nonchiral selective processes involving a solvent.

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