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Recognition of chiral anions using calix[4]arene-based ureido receptor in the 1,3-alternate conformation
Authors:Filip Botha,Jan Budka,Vá  clav Eigner,Oldřich Hudeček,Luká  &scaron   Vrzal,Ivana Cí  sařová  ,Pavel Lhotá  k
Affiliation:1. Department of Organic Chemistry, Institute of Chemical Technology Prague (ICTP), Technická 5, 166 28 Prague 6, Czech Republic;2. Department of Solid State Chemistry, ICTP, Technická 5, 166 28 Prague 6, Czech Republic;3. Laboratory of NMR Spectroscopy, ICTP, Technická 5, 166 28 Prague 6, Czech Republic;4. Department of Inorganic Chemistry, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic
Abstract:A new type of calixarene-based receptor designed for the recognition of chiral anions was prepared by the introduction of (S)-2-methylbutan-1-ol moieties into the lower rim of calixarene. The immobilization of calixarene skeleton in the 1,3-alternate conformation enabled the construction of a cavity consisting of preorganised ureido functions and chiral substituents in close proximity. This cavity is capable of chiral discrimination of selected anions as demonstrated on d- and l-phenylalaninates.
Keywords:Calixarene   Alkylation   NMR titration   Chiral receptor   Anion recognition
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