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Molecular container compounds

Abstract

Rigid, hollow organic host compounds have been designed and synthesized with interior cavities large enough to incarcerate organic guest compounds. Some of these hosts are closed-surface spheres whose guest molecules are permanently incarcerated during synthesis. Other hosts contain portals in their shells, shaped to allow the passage only of complementary guest molecules between the inner and bulk phases. The inner phases uniquely constrain guest movements, provide a medium for reactions, and shelter molecules that self-destruct in bulk phases.

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References

  1. Kyba, E. P. et al. J. Am. chem. Soc. 99, 2564–2571 (1977).

    Article  CAS  Google Scholar 

  2. Smithrud, D. B. & Diederich, F. J. Am. chem. Soc. 112, 339–343 (1990).

    Article  CAS  Google Scholar 

  3. Cram, D. J. Angew. Chem. Int. Ed. Engl. 25, 1039–1057 (1986).

    Article  Google Scholar 

  4. Cram, D. J. Science 240, 760–767 (1988).

    Article  ADS  CAS  Google Scholar 

  5. Lehn, J.-M. Angew. Chem. Int. Ed. Engl. 27, 89–112 (1988).

    Article  Google Scholar 

  6. Rebek, J. Jr Topics curr. Chem. 149, 189–210 (1988).

    Article  CAS  Google Scholar 

  7. Koltun, W. L. Biopolymers 3, 665–679 (1965).

    Article  CAS  Google Scholar 

  8. Högberg, A. G. S. J. Am. chem. Soc. 102, 6046–6050 (1980).

    Article  Google Scholar 

  9. Lindsey, A. S. J. chem. Soc. 1685–1692 (1965).

  10. Moran, J. R. et al. J. Am. chem. Soc. 113, 5707–5714 (1991).

    Article  CAS  Google Scholar 

  11. Tucker, J. A., Knobler, C. B. & Cram, D. J. J. Am. chem. Soc. 111, 3688–3699 (1989).

    Article  CAS  Google Scholar 

  12. Cram, D. J., Tanner, M. E., Keipert, S. J. & Knobler, C. B. J. Am. chem. Soc. 113, 7717–7727 (1991).

    Article  CAS  Google Scholar 

  13. Collet, A. Tetrahedron 43, 5725–5759 (1987).

    Article  CAS  Google Scholar 

  14. Bryant, J. A., Blanda, M. T., Vincenti, M. & Cram, D. J. J. Am. chem. Soc. 112, 2167–2172 (1990).

    Article  Google Scholar 

  15. Sherman, J. C., Knobler, C. B. & Cram, D. J. J. Am. chem. Soc. 112, 2194–2204 (1990).

    Article  Google Scholar 

  16. Cram, D. J., Tanner, M. E. & Knobler, C. B. J. Am. chem. Soc. 113, 8901–8916 (1991).

    Google Scholar 

  17. Reichardt, C. Solvents and Solvent Effects in Organic Chemistry, 5 (Chemie, New York, 1988).

    Google Scholar 

  18. Cloessens, M., Fabre, O., Zimmerman, D. & Reissen, J. Bull. Soc. Chim. Belge 93, 383–389 (1984).

    Google Scholar 

  19. Quan, M. L. C. & Cram, D. J. J. Am. chem. Soc. 113, 2754–2755 (1991).

    Article  CAS  Google Scholar 

  20. Canceill, J., Lacombe, L. & Collet, A. J. Am. chem. Soc. 107, 6993–6996 (1985).

    Article  CAS  Google Scholar 

  21. Harata, K. & Tanaka, J. Bull. chem. Soc. Jpn 46, 2747–2751 (1973).

    Article  CAS  Google Scholar 

  22. Judice, J. K. & Cram, D. J. J. Am. chem. Soc. 113, 2790–2791 (1991).

    Article  CAS  Google Scholar 

  23. Cava, M. P. & Mitchell, M. J. Cyclobutadiene and Related Compounds (Academic, New York, 1967).

    Google Scholar 

  24. Bally, T. & Masamune, S. Tetrahedron 74, 343–370 (1980).

    Article  Google Scholar 

  25. Maier, G. Angew. Chem. Int. Ed. Engl. 27, 309–466 (1988).

    Article  Google Scholar 

  26. Chapman, O. L., McIntosh, C. L. & Pacansky, J. J. Am. chem. Soc. 95, 614–617 (1973).

    Article  CAS  Google Scholar 

  27. Lin, C. Y. & Krantz, A. J. chem. Soc. chem. Commun. 1111–1112 (1972).

  28. Corey, E. J. & Streith, J. J. Am. chem. Soc. 86, 950–951 (1964).

    Article  CAS  Google Scholar 

  29. Corey, E. J. & Pirkle, W. H. Tetrahedron Lett. 5255–5256 (1967).

  30. Kreile, J., Munzel, N. & Schweig, A. Chem. Phys. Lett. 124, 140–146 (1986).

    Article  ADS  CAS  Google Scholar 

  31. Maier, G., Pfriem, S., Schafer, U. & Matusch, R. Angew. Chem. Int. Ed. Engl. 17, 520–521 (1978).

    Article  Google Scholar 

  32. Masamune, S., Nakamura, N., Suda, M. & Ona, H. J. Am. chem. Soc. 95, 8481–8483 (1973).

    Article  CAS  Google Scholar 

  33. Cram, D. J., Tanner, M. E. & Thomas, R. Angew. Chem. Int. Ed. Engl. 30, 1024–1027.

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Cram, D. Molecular container compounds. Nature 356, 29–36 (1992). https://doi.org/10.1038/356029a0

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