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Reversible encapsulation of disc-shaped guests by a synthetic, self-assembled host

Academic Article
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Overview

authors

  • Grotzfeld, R. M.
  • Branda, N.
  • Rebek Jr., Julius

publication date

  • 1996

journal

  • Science  Journal

abstract

  • Here, the synthesis of a bowl-shaped molecule is described and evidence of its reversible dimerization by means of hydrogen bonds is presented. The dimer features a flattened spherical cavity of peculiar symmetry and acts as a host for the encapsulation of guest molecules of complementary shape. Encapsulation of aromatic guests in chloroform solution and of cyclohexane in p-xylene solution was demonstrated by nuclear magnetic resonance experiments. The passage of guests into and out of the cavity is slow and occurs on a time scale of hours. The system was used to explore the effects of size, shape, and solvation on molecular recognition coupled with assembly.

subject areas

  • Chloroform
  • Cyclohexanes
  • Hydrogen Bonding
  • Imidazoles
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Polymers
  • Xylenes
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Identity

International Standard Serial Number (ISSN)

  • 0036-8075

Digital Object Identifier (DOI)

  • 10.1126/science.271.5248.487

PubMed ID

  • 8560261
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Additional Document Info

start page

  • 487

end page

  • 489

volume

  • 271

issue

  • 5248

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