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Science 1 December 1995: Vol. 270. no. 5241, pp. 1485 - 1488 DOI: 10.1126/science.270.5241.1485
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Reports
Autoencapsulation Through Intermolecular Forces: A Synthetic
Self-Assembling Spherical Complex
Robert S. Meissner,
Julius Rebek Jr. (1),
Javier de Mendoza
The synthesis and characterization of a system for the study of
molecular recognition phenomena are described. The system involves a
tetraurea molecule that is capable of assembly into various associated
states through hydrogen bonding. In organic solvents, the dynamic
transition between a low-ordered (aggregate) state and a highly ordered
dimeric assembly can be induced by the introduction of smaller
molecules of appropriate size and shape. These smaller molecules, such
as benzene, adamantanes, and ferrocenes, act as guests that occupy the
pseudospherical capsule formed by the dimeric host. Among various
guests, those that best fill the cavity and offer chemical
complementarity to the host are preferentially encapsulated.
R. S. Meissner and J. Rebek Jr., Massachusetts Institute of
Technology, Department of Chemistry, Cambridge, MA 02139, USA.
J. de Mendoza, Universidad Autonoma de Madrid, Departamento de Quimica,
Cantoblanco, 28049 Madrid, Spain.
(1) To whom correspondence should be addressed.
THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
- Fluorescent Guest Molecules Report Ordered Inner Phase of Host Capsules in Solution.
- S. J. Dalgarno, S. A. Tucker, D. B. Bassil, and J. L. Atwood (2005)
Science
309, 2037-2039
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- Supramolecular Structure and Dynamics Special Feature: Functional cavitands: Chemical reactivity in structured environments.
- B. W. Purse and J. Rebek Jr. (2005)
PNAS
102, 10777-10782
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- Supramolecular Chemistry And Self-assembly Special Feature: Resorcinarenes with 2-benzimidazolone bridges: Self-aggregation, self-assembled dimeric capsules, and guest encapsulation.
- M. H. K. Ebbing, M.-J. Villa, J.-M. Valpuesta, P. Prados, and J. de Mendoza (2002)
PNAS
99, 4962-4966
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- Controlling Molecular Self-Organization: Formation of Nanometer-Scale Spheres and Tubules.
- G. W. Orr, L. J. Barbour, and J. L. Atwood (1999)
Science
285, 1049-1052
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- Guest exchange in an encapsulation complex: A supramolecular substitution reaction.
- J. Santamaria, T. Martin, G. Hilmersson, S. L. Craig, and J. Rebek Jr. (1999)
PNAS
96, 8344-8347
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- Chiral Spaces: Dissymmetric Capsules Through Self-Assembly.
- J. M. Rivera, T. Martín, and J. Rebek Jr. (1998)
Science
279, 1021-1023
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- Archimedean solids: Transition metal mediated rational self-assembly of supramolecular-truncated tetrahedra.
- S. Leininger, J. Fan, M. Schmitz, and P. J. Stang (2000)
PNAS
97, 1380-1384
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