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Anion transport with anion-π interactions and halogen bonds

Defense Thèse de doctorat : Univ. Genève, 2013 - Sc. 4557 - 2013/05/02
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 InteractionsHalogen BondsAnion transportOrganic synthesisLipid bilayer membrane
URN: urn:nbn:ch:unige-285134
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VARGAS JENTZSCH, Rodrigo Andreas. Anion transport with anion-π interactions and halogen bonds. Université de Genève. Thèse, 2013. https://archive-ouverte.unige.ch/unige:28513

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Deposited on : 2013-06-12

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