Chiral Microenvironments in Self-Assembled Capsules

A nonracemic compound is synthesized and shown to assemble reversibly through hydrogen bonding to form a cyclic tetramer. The chiral arrangement of atoms in the individual pieces becomes amplified through self-assembly to yield multiple functional groups asymmetrically arranged within the cavity. The tetrameric capsule shows a special affinity for ketones and is able to discriminate between their enantiomers in solution.

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Bibliographic Details
Main Authors: Nuckolls, Colin, Hof, Fraser, Martín, Tomás, Rebek, Julius Jr.
Other Authors: Natural Sciences and Engineering Research Council of Canada
Format: artículo biblioteca
Language:English
Published: American Chemical Society 1999-10-21
Subjects:Molecules, Encapsulation, Noncovalent interactions, Molecular structure, Cavities,
Online Access:http://hdl.handle.net/10261/211790
http://dx.doi.org/10.13039/501100000038
http://dx.doi.org/10.13039/100000002
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Summary:A nonracemic compound is synthesized and shown to assemble reversibly through hydrogen bonding to form a cyclic tetramer. The chiral arrangement of atoms in the individual pieces becomes amplified through self-assembly to yield multiple functional groups asymmetrically arranged within the cavity. The tetrameric capsule shows a special affinity for ketones and is able to discriminate between their enantiomers in solution.