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Recognition of enantiomers with chiral molecular tweezers derived from (+)- or (−)-usnic acid
Authors:Béatrice Legouin  Maud Gayral  Philippe Uriac  Sophie Tomasi  Pierre van de Weghe
Institution:EA Substances Lichéniques et Photoprotection, Faculté des Sciences Biologiques et Pharmaceutiques, Université de Rennes 1, 2 av. du prof. Léon Bernard, F-35043 Rennes Cedex, France
Abstract:The synthesis of four stereoisomers of a chiral molecular tweezer using trans-1,2-diaminocyclohexane as spacer and two molecules of usnic acid as pincers is reported. The behavior of these chiral tweezers as chiral complexing agents was evaluated in NMR with various chiral esters containing an electron-poor aromatic ring to allow non-covalent aromatic–aromatic interactions.
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