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Cavitands. (Review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The syntheses, reactivity and complexing properties of cavitands are reviewed.

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REFERENCES

  1. C. D. Gutsche, Calixarenes Revisited, The Royal Society of Chemistry, Cambridge, 1998 (Monographs in Supramolecular Chemistry, Ed. J. F. Stoddart).

    Google Scholar 

  2. M. J. Hardie and C. L. Raston, J. Chem. Soc., Dalton Trans. 2483 (2000).

  3. A. D. Cort and L. Mandolini, in: L. Mandolini and R. Ungaro (eds.), Calixarenes Action, Imperial College Press, London (2000), p. 85.

    Google Scholar 

  4. J. Rebek, Jr., Chem. Commun.(S), 637 (2000).

  5. W. Sliwa, Heterocycles, 55, 181 (2001).

    Google Scholar 

  6. W. Sliwa, Calixarenes, Pedagog. Univ., Czestochowa (2000).

    Google Scholar 

  7. P. Thuery and M. Nierlich, Supramol. Chem., 11, 185 (2000).

    Google Scholar 

  8. C. Schmidt, E. F. Paulus, V. Böhmer, and W. Vogt, New J. Chem., 24, 123 (2000).

    Google Scholar 

  9. M. Pietraszkiewicz, O. Pietraszkiewicz, W. Kolodziejski, K. Wozniak, N. Feeder, F. Benevelli, and J. Klinowski, J. Phys. Chem. B, 104, 1921 (2000).

    Google Scholar 

  10. I. Higler, L. Grave, E. Breuning, W. Verboom, F. De Jong, T. M. Fyles, and D. N. Reinhoudt, Eur. J. Org. Chem., 1727 (2000).

  11. O. Morikawa, K. Nakanishi, M. Miyashiro, K. Kobayashi, and H. Konishi, Synthesis, 233 (2000).

  12. V. Nabok, A. K. Hassan, and A. K. Ray, J. Mater. Chem., 10, 189 (2000).

    Google Scholar 

  13. J. L. Irwin and M. S. Sherburn, J. Org. Chem., 65, 5846 (2000).

    Google Scholar 

  14. S. D. Starnes, D. M. Rudkevich, and J. Rebek, Jr., Org. Lett., 2, 1995 (2000).

    Google Scholar 

  15. I. L. Nikolaeva, A. R. Burilov, D. I. Kharitonov, M. A. Pudovik, V. D. Khabisher, and A. I. Konovalov, Russ. J. Gen. Chem., 70, 310 (2000).

    Google Scholar 

  16. O. D. Fox, M. G. B. Drew, and P. D. Beer, Angew. Chem. Int. Ed., 39, 136 (2000).

    Google Scholar 

  17. F. C. Krebs and M. Jorgensen, J. Org. Chem., 65, 3846 (2000).

    Google Scholar 

  18. G. Rapenne, J. Crassous, L. E. Echegoyen, L. Echegoyen, E. Flapan, and F. Diederich, Helv. Chim. Acta, 83, 1209 (2000).

    Google Scholar 

  19. H. Matsubara, T. Shimura, A. Hasegawa, M. Semba, K. Asano, and K. Yamamoto, Chem. Lett., 1099 (1998).

  20. T. Heinz, D. M. Rudkevich, and J. Rebek, Jr., Nature, 394, 764 (1998).

    Google Scholar 

  21. K. N. Rose, L. J. Barbour, G. W. Orr, and J. L. Atwood, Chem. Commun., 407 (1998).

  22. K. Murayama and K. Aoki, Chem. Commun., 607 (1998).

  23. K. Beketov, E. Weber, J. Seidel, K. Köhnke, K. Makhkamov, and B. Ibragimov, Chem. Commun., 91 (1999).

  24. M. H. B. Grote Gansey, F. K. G. Bakker, M. C. Feiters, H. P. M. Geurts, W. Verboom, and D. N. Reinhoudt, Tetrahedron Lett., 39, 5447 (1998).

    Google Scholar 

  25. E. Roman, C. Peinador, S. Mendoza, and A. E. Kaifer, J. Org. Chem., 64, 2577 (1999).

    Google Scholar 

  26. S. Pellet-Rostaing, L. Nicod, F. Chitry, and M. Lemaire, Tetrahedron Lett., 40, 8793 (1999).

    Google Scholar 

  27. E. E. Nifantyev, Phosphorus, Sulfur Silicon Relat. Elem., 144, 343 (1999).

    Google Scholar 

  28. A. Vollbrecht, I. Neda, H. Thonnessen, P. G. Jones, R. K. Harris, L. A. Crowe, and R. Schmutzler, Chem. Ber./Recl., 130, 1715 (1997).

    Google Scholar 

  29. V. I. Maslennikova, E. V. Shkarina, L. K. Vasyanina, K. A. Lysenko, T. K. Sinicina, R. V. Merkulov, and E. E. Nifantyev, Phosphorus, Sulfur Silicon Relat. Elem., 139, 173 (1998).

    Google Scholar 

  30. L. S. Kuznetsova, A. R. Mustafina, I. L. Nikolaeva, A. R. Burilov, M. A. Pudovik, and A. I. Konovalov, Russ. J. Gen. Chem., 68, 1043 (1998).

    Google Scholar 

  31. A. R. Burilov, T. B. Makeeva, N. I. Bashmakova, D. I. Kharitonov, I. L. Nikolaeva, M. A. Pudovik, V. S. Reznik, and A. I. Konovalov, Russ. J. Gen. Chem., 69, 491 (1999).

    Google Scholar 

  32. M. Pietraszkiewicz, P. Prus, and R. Bilewicz, Pol. J. Chem., 73, 2035 (1999).

    Google Scholar 

  33. M. Pietraszkiewicz, P. Prus, and W. Fabianowski, Pol. J. Chem., 72, 1068 (1998).

    Google Scholar 

  34. M. Pietraszkiewicz, P. Prus, and R. Bilewicz, Pol. J. Chem., 73, 1845 (1999).

    Google Scholar 

  35. A. K. Hassan, A. V. Nabok, A. K. Ray, F. Davis, and C. J. M. Stirling, Thin Solid Films, 329, 686 (1998).

    Google Scholar 

  36. P. Prus, M. Pietraszkiewicz, and R. Bilewicz, Supramol. Chem., 10, 17 (1998).

    Google Scholar 

  37. P. Jacopozzi, E. Dalcanale, S. Spera, L. A. J. Chrisstoffels, D. N. Reinhoudt, T. Lippmann, and G. Mann, J. Chem. Soc., PerkinTrans. 2, 671 (1998).

  38. D. M. Rudkevich, G. Hilmersson, and J. Rebek, Jr., J. Am. Chem. Soc., 120, 12216 (1998).

    Google Scholar 

  39. S. Saito, D. M. Rudkevich, and J. Rebek, Jr., Org. Lett., 1, 1241 (1999).

    Google Scholar 

  40. K. Kobayashi, T. Shirasaka, E. Horn, and N. Furukawa, Tetrahedron Lett., 40, 8883 (1999).

    Google Scholar 

  41. M. Nishio, M. Hirota, and Y. Umezawa, The CH/π Interaction, Wiley-VCH, New York, 1998.

    Google Scholar 

  42. L. Sebo, F. Diederich, and V. Gramlich, Helv. Chim. Acta, 83, 93 (2000).

    Google Scholar 

  43. S. B. Lee and J.-I. Hong, Tetrahedron Lett., 39, 4317 (1998).

    Google Scholar 

  44. G. Ma, Y. S. Jung, D. S. Chung, and J.-I. Hong, Tetrahedron Lett., 40, 531 (1999).

    Google Scholar 

  45. C. W. Lim and J.-I. Hong, Tetrahedron Lett., 41, 3113 (2000).

    Google Scholar 

  46. J. W. M. Nissink, H. Boerrigter, W. Verboom, D. N. Reinhoudt, and J. H. van der Maas, J. Chem. Soc., Perkin Trans. 2, 2541 (1998).

  47. H. Boerrigter, L. Grave, J. W. M. Nissink, L. A. J. Christoffels, J. H. van der Maas, W. Verboom, F. de Jong, and D. N. Reinhoudt, J. Org. Chem., 63, 4174 (1998).

    Google Scholar 

  48. J. W. M. Nissink, H. Boerrigter, W. Verboom, D. N. Reinhoudt, and J. H. van der Maas, J. Chem. Soc., Perkin Trans. 2, 1671 (1998).

  49. J. W. M. Nissink, H. Boerrigter, W. Verboom, D. N. Reinhoudt, and J. H. van der Maas, J. Chem. Soc., Perkin Trans. 2, 2623 (1998).

  50. W.-S. Yeo and J.-I. Hong, Tetrahedron Lett., 39, 8137 (1998).

    Google Scholar 

  51. D.-R. Ahn, T. W. Kim, and J.-I. Hong, Tetrahedron Lett., 40, 6045 (1999).

    Google Scholar 

  52. E.-I. Kim, S. Paliwal, and C. S. Wilcox, J. Am. Chem. Soc., 120, 11192 (1998).

    Google Scholar 

  53. F. Hamada, S. Ito, M. Narita, and N. Nashirozawa, Tetrahedron Lett., 40, 1527 (1999).

    Google Scholar 

  54. S. Ma, D. M. Rudkevich, and J. Rebek, Jr., J. Am. Chem. Soc., 120, 4977 (1998).

    Google Scholar 

  55. B. Xu, Y.-J. Miao, and T. M. Swager, J. Org. Chem., 63, 8561 (1998).

    Google Scholar 

  56. F. C. Tucci, D. M. Rudkevich, and J. Rebek, Jr., J. Org. Chem., 64, 4555 (1999).

    Google Scholar 

  57. R. N. Warrener, D. N. Butler, and R. A. Russell, Synlett, 566 (1998).

  58. S. K. Korner, F. C. Tucci, D. M. Rudkevich, T. Heinz, and J. Rebek, Jr., Chem. Eur. J., 6, 187, (2000).

    Google Scholar 

  59. S. Ro, S. J. Rowan, A. R. Pease, D. J. Cram, and J. F. Stoddart, Org. Lett., 2, 2411 (2000).

    Google Scholar 

  60. C. L. D. Gibb, E. D. Stevens, and B. C. Gibb, Chem. Commun., 363 (2000).

  61. R. G. Chapman and J. C. Sherman, J. Org. Chem., 63, 4103 (1998).

    Google Scholar 

  62. A. M. A. van Wageningen, W. Verboom, X. Zhu, J. A. Ripmeester, and D. N. Reinhoudt, Supramol. Chem., 9, 31 (1998).

    Google Scholar 

  63. D. A. Makeiff, D. J. Pope, and J. C. Sherman, J. Am. Chem. Soc., 122, 1337 (2000).

    Google Scholar 

  64. B.-H. Huisman, D. M. Rudkevich, A. Farran, W. Verboom, F. C. J. M. van Veggel, and D. N. Reinhoudt, Eur. J. Org. Chem., 269 (2000).

  65. F. C. Tucci, A. R. Renslo, D. M. Rudkevich, and J. Rebek, Jr., Angew. Chem. Int. Ed., 39, 1076 (2000).

    Google Scholar 

  66. S. J. Park and J.-I. Hong, Tetrahedron Lett., 41, 8311 (2000).

    Google Scholar 

  67. I. L. Nikolaeva, S. A. Terent'eva, A. R. Burilov, D. I. Kharitonov, M. A. Pudovik, A. N. Pudovik, and A. I. Konovalov, Russ. J. Gen. Chem., 70, 312 (2000).

    Google Scholar 

  68. U. Lücking, D. M. Rudkevich, and J. Rebek, Jr., Tetrahedron Lett., 41, 9547 (2000).

    Google Scholar 

  69. U. Lücking, F. C. Tucci, D. M. Rudkevich, and J. Rebek, Jr., J. Am. Chem. Soc., 122, 8880 (2000).

    Google Scholar 

  70. H.-J. Lee and K. Paek, Bull. Korean Chem. Soc., 21, 744 (2000).

    Google Scholar 

  71. A. Shivanyuk, K. Rissanen, S. K. Korner, D. M. Rudkevich, and J. Rebek, Jr., Helv. Chim. Acta, 83, 1778 (2000).

    Google Scholar 

  72. D. J. Cram, R. C. Helgeson, C. B. Knobler, and E. F. Maverick, Tetrahedron Lett., 41, 9465 (2000).

    Google Scholar 

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  1. Institute of Chemistry and Environmental Protection, 42-201, Czestochowa, Poland

    W. Sliwa & M. Deska

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  1. W. Sliwa
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Sliwa, W., Deska, M. Cavitands. (Review). Chemistry of Heterocyclic Compounds 38, 646–667 (2002). https://doi.org/10.1023/A:1019956900666

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