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Fluoride Enhances Alcohol Binding Within a Trigonal-Prismatic Metal-Organic Capsule.

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Summary

Researchers functionalized a boron-containing capsule using fluoride binding to tune its guest properties. This modification enlarged the cavity and enhanced selective binding of alcohols and perrhenate, aiding molecular recognition and separation.

Keywords:
Endo‐functionalizationHost–guest chemistryMetal‐organic cagesPost‐assembly modificationSelf‐assembly

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science

Background:

  • Boron-containing capsules offer tunable guest binding properties.
  • Ligand orientation significantly impacts capsule cavity size and guest encapsulation.

Purpose of the Study:

  • To functionalize the interior of a boron-containing trigonal prismatic capsule using fluoride binding.
  • To investigate how ligand modifications influence capsule cavity volume and guest binding selectivity.

Main Methods:

  • Synthesis of a boron-containing trigonal prismatic capsule with methylated triangular ligands.
  • Analysis of ligand orientation and its effect on cavity dimensions using structural studies.
  • Investigation of guest binding affinities for alcohols, ketones, perrhenate, and perchlorate.

Main Results:

  • Methyl groups on triangular ligands induced a 'landscape' orientation of rectangular ligands, enlarging the capsule's interior cavity.
  • Fluoride binding to the boron core created inward-pointing hydrogen bond acceptors.
  • The functionalized capsule showed enhanced affinity for hydrogen-bond-donating alcohols over ketones and selective binding of perrhenate over perchlorate, with fluoride modulating perrhenate ejection.

Conclusions:

  • Endo-functionalization of boron-containing capsules via fluoride binding is a viable strategy for tuning guest binding properties.
  • Structural modifications leading to enlarged cavities and specific internal functionalities can improve molecular recognition and separation capabilities.