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Guest exchange in an encapsulation complex: a supramolecular substitution reaction.

Publication ,  Journal Article
Santamaría, J; Martín, T; Hilmersson, G; Craig, SL; Rebek, J
Published in: Proceedings of the National Academy of Sciences of the United States of America
July 1999

Encapsulation complexes are reversibly formed assemblies in which small molecule guests are completely surrounded by large molecule hosts. The assemblies are held together by weak intermolecular forces and are dynamic: they form and dissipate on time scales ranging from milliseconds to days-long enough for many interactions, even reactions, to take place within them. Little information is available on the exchange process, how guests get in and out of these complexes. Here we report that these events can be slow enough for conventional kinetic studies, and reactive intermediates can be detected. Guest exchange has much in common with familiar chemical substitution reactions, but differs in some respects: no covalent bonds are made or broken, the substrate is an assembly rather than a single molecule, and at least four molecules are involved in multiple rate-determining steps.

Duke Scholars

Published In

Proceedings of the National Academy of Sciences of the United States of America

DOI

EISSN

1091-6490

ISSN

0027-8424

Publication Date

July 1999

Volume

96

Issue

15

Start / End Page

8344 / 8347

Related Subject Headings

  • Xylenes
  • Stereoisomerism
  • Solvents
  • Magnetic Resonance Spectroscopy
  • Kinetics
  • Imidazoles
  • Hydrogen Bonding
  • Heterocyclic Compounds
  • Alkynes
  • Adamantane
 

Citation

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Santamaría, J., Martín, T., Hilmersson, G., Craig, S. L., & Rebek, J. (1999). Guest exchange in an encapsulation complex: a supramolecular substitution reaction. Proceedings of the National Academy of Sciences of the United States of America, 96(15), 8344–8347. https://doi.org/10.1073/pnas.96.15.8344
Santamaría, J., T. Martín, G. Hilmersson, S. L. Craig, and J. Rebek. “Guest exchange in an encapsulation complex: a supramolecular substitution reaction.Proceedings of the National Academy of Sciences of the United States of America 96, no. 15 (July 1999): 8344–47. https://doi.org/10.1073/pnas.96.15.8344.
Santamaría J, Martín T, Hilmersson G, Craig SL, Rebek J. Guest exchange in an encapsulation complex: a supramolecular substitution reaction. Proceedings of the National Academy of Sciences of the United States of America. 1999 Jul;96(15):8344–7.
Santamaría, J., et al. “Guest exchange in an encapsulation complex: a supramolecular substitution reaction.Proceedings of the National Academy of Sciences of the United States of America, vol. 96, no. 15, July 1999, pp. 8344–47. Epmc, doi:10.1073/pnas.96.15.8344.
Santamaría J, Martín T, Hilmersson G, Craig SL, Rebek J. Guest exchange in an encapsulation complex: a supramolecular substitution reaction. Proceedings of the National Academy of Sciences of the United States of America. 1999 Jul;96(15):8344–8347.
Journal cover image

Published In

Proceedings of the National Academy of Sciences of the United States of America

DOI

EISSN

1091-6490

ISSN

0027-8424

Publication Date

July 1999

Volume

96

Issue

15

Start / End Page

8344 / 8347

Related Subject Headings

  • Xylenes
  • Stereoisomerism
  • Solvents
  • Magnetic Resonance Spectroscopy
  • Kinetics
  • Imidazoles
  • Hydrogen Bonding
  • Heterocyclic Compounds
  • Alkynes
  • Adamantane