Combined cation-π and anion-π interactions for zwitterion recognition
Olivier Perraud1, Vincent Robert, Heinz Gornitzka
1Laboratoire de Chimie, École Normale Supérieure de Lyon, CNRS, 46, Allée d'Italie, 69364 Lyon, France.
Abstract:
Brothers and enemies: Anion-π and cation-π interactions act in a synergistic way when gathered in the molecular cavity of a hemicryptophane host, affording an efficient contribution (-170 kJ mol(-1)) in zwitterion recognition. NMR titration experiments and calculations reveal the positioning of the guest in the cavity of the heteroditopic receptor. This study emphasizes the importance of anion-π bonds in host-guest chemistry.
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