Combined cation-π and anion-π interactions for zwitterion recognition.

Angew Chem Int Ed Engl

Laboratoire de Chimie, École Normale Supérieure de Lyon, CNRS, 46, Allée d'Italie, 69364 Lyon, France.

Published: January 2012

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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http://dx.doi.org/10.1002/anie.201106934DOI Listing

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