Flattened Cone 2,8,14,20‐Tetrakis(<scp>L</scp>‐valinamido)[4]resorcinarene: An Enantioselective Allosteric Receptor in the Gas Phase

Bruno Botta, Fabiana Caporuscio, Deborah Subissati, Andrea Tafi, Maurizio Botta, Antonello Filippi, Maurizio Speranza

Angewandte Chemie International Edition · 2006 · 26 citations · 8 references

Concepts

Abstract

A get-out clause: Displacement of the enantiomers of tryptophan from the achiral hydrophobic rim of a flattened cone resorcinarene derivative is induced by 2-aminobutane (B). The displacement exhibits a marked enantioselectivity which is traced to a conformational coupling between the achiral hydrophobic rim of the resorcinarene host and its chiral hydrophilic rim wherein the 2-aminobutane enantiomers are trapped.

References

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