Recognition of enantiomers with chiral molecular tweezers derived from (+)- or (−)-usnic acid |
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Authors: | Béatrice Legouin Maud Gayral Philippe Uriac Sophie Tomasi Pierre van de Weghe |
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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 |
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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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