4.7 Article

Photo-switchable anion binding and catalysis with a visible light responsive halogen bonding receptor

Journal

CHEMICAL COMMUNICATIONS
Volume 59, Issue 1, Pages 51-54

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc05199k

Keywords

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Funding

  1. EPSRC Centre for Doctoral Trainingin Synthesis for Biology and Medicine for a studentship [EP/L015838/1]
  2. AstraZeneca
  3. Diamond Light Source
  4. Defence Science and Technology Laboratory
  5. Evotec
  6. GlaxoSmithKline
  7. Janssen
  8. Novartis
  9. Pfizer
  10. Syngenta
  11. Takeda
  12. UCB
  13. Vertex
  14. Royal Society

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Photo-switchable receptors with spatial and temporal precision enable control over the binding and release of guests. In this study, the first halogen bonding photo-switchable anion receptors are reported, in which chloride binding can be reversibly modulated by irradiation with red and blue light. The Z isomer shows over a 50-fold enhancement in chloride binding affinity. This switchable binding enables unprecedented photo-controlled catalysis of XB-mediated halide abstractions and a Mukaiyama Aldol reaction.
Photo-switchable receptors allow for photo-control over guest binding and release with spatial and temporal precision. Here we report the first halogen bonding photo-switchable anion receptors in which chloride binding may be reversibly modulated by irradiation with red and blue light, with over a 50-fold enhancement in chloride binding affinity observed for the Z isomer. We demonstrate that this switchable binding enables unprecedented photo-controlled catalysis of XB-mediated halide abstractions and a Mukaiyama Aldol reaction.

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