Doctoral thesis
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Anion transport with anion-π interactions and halogen bonds

Defense date2013-05-02
Abstract

Anion-π interactions and halogen bonds are applied to anion transport through lipids bilayer membranes. Calix[4]arenes and calix[4]pyrroles scaffolds, and minimalist π-acidic naphthalenediimides were explored for anion transport. Calix[4]arenes and octiphenyl rigid-rods scaffolds, and minimalistic perfluorinated halogen-bond donors were applied to anion transport with halogen bonds. The different systems were tested in large unilamelar vesicles to explore their ability to promote anion translocation. Anion-π interaction had been reported before for anion transport, here we extend its scope in anion-π moieties. In addition, by considerably varying the systems used, their general applicability to anion transport was assessed. Halogen bonds are introduced here to the field of anion transport; anion transporters based on this non-covalent interaction can be very simple due to their intrinsic lipophilicity as exemplified by the smallest organic anion-transport system: trifluoroiodomethane. These results are confirmed by planar membrane conductance experiments.

Keywords
  • Anion-π Interactions
  • Halogen Bonds
  • Anion transport
  • Organic synthesis
  • Lipid bilayer membrane
Citation (ISO format)
VARGAS JENTZSCH, Rodrigo Andreas. Anion transport with anion-π interactions and halogen bonds. Doctoral Thesis, 2013. doi: 10.13097/archive-ouverte/unige:28513
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