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X-ray Structure and Alkyl Ammonium Recognition of Quadruply Bridged Calix[6]arene:A Selective Inclusion of Primary Alkyl Ammonium with Calix[6]arene

  • Lee, Young-Ju (Korea Basic Science Institute, Gwangju Center) ;
  • Ko, Seung-Whan (Department of Chemistry, Chonnam National University) ;
  • Yeo, Hyoung-Min (Department of Chemistry, Chonnam National University) ;
  • Jeong, Hyu-na (Department of Chemistry, Chonnam National University) ;
  • Nam, Kye-Chun (Department of Chemistry, Chonnam National University)
  • Published : 2006.08.20

Abstract

Keywords

References

  1. Molecular Recognition: Chemical and Biochemical Problems; Roberts, S. M., Ed.; The Proceedings of an International Symposium, Royal Society of Chemistry; Dorset Press: Dorset, Great Britain, 1989
  2. Gutsche, C. D. Calixarenes Revisited, Monographs in Supramolecular Chemistry; Stoddart, J. F., Ed.; The Royal Society of Chemistry; Cambridge, U.K., 1998
  3. Calixarenes: A Versatile Class of Macrocyclic Compounds; Vicens, J., Bohmer, V., Eds.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1991
  4. Mandolini, I.; Ungaro, R. Calixarenes in Action; Imperial College Press: 2000
  5. Secor, K. E.; Glass, T. E. Org. Lett. 2004, 6, 3727 https://doi.org/10.1021/ol048625f
  6. Shizuma, M.; Kadoya, Y.; Takai, Y.; Imamura, H.; Yamada, H.; Takeda, T.; Arakawa, R.; Takahashi, S.; Sawada, M. J. Org. Chem. 2002, 67, 4795 https://doi.org/10.1021/jo011137q
  7. Balzani, V.; De Cola, L. Supramolecular Chemistry; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1992
  8. Inclusion Phenomena and Molecular Recognition; Atwood, J. L., Ed.; Plenum Press: New York, 1989
  9. Fages, F.; Desvergne, J.-P.; Kampke, K.; Bouas-Laurent, H.; Lehn, J.-M.; Meyer, M.; Albrecht-Gary, A.-M. J. Am. Chem. Soc. 1993, 115, 3658 https://doi.org/10.1021/ja00062a034
  10. Behr, J.-P.; Lehn, J.-M.; Vierling, P. Helv. Chim. Acta 1982, 65, 1853 https://doi.org/10.1002/hlca.19820650620
  11. Bradshaw, J. S.; Baxter, S. L.; Lamb, J. D.; Izatt, R. M.; Christensen, J. J. J. Am. Chem. Soc. 1981, 103, 1821 https://doi.org/10.1021/ja00397a041
  12. Choe, J. I.; Lee, S. H.; Oh, D. S.; Chang, S. K.; Nanbu, S. Bull. Korean Chem. Soc. 2004, 25, 190 https://doi.org/10.5012/bkcs.2004.25.2.190
  13. Kim, S. Y.; Lee, J. W.; Han, S. C.; Kim, K. M. Bull. Korean Chem. Soc. 2005, 26, 1265 https://doi.org/10.1007/s11814-009-0212-9
  14. Gutsche, C. D. Calixarenes; Stoddart, J. F., Ed.: Royal Society of Chemistry: Cambridge, 1989; vol. 1
  15. Bohmer, V. Angew. Chem., Int. Ed. Engl. 1995, 34, 713 https://doi.org/10.1002/anie.199507131
  16. Leray, I.; O'Reilly, F.; Habib Jiwan, J. L.; Soumillion, J. P.; Valeur, B. Chem. Commun. 1999, 795
  17. Asfari, Z.; Lamare, V.; Dozol, J. F.; Vincens, J. Tetrahedron Lett. 1999, 40, 691 https://doi.org/10.1016/S0040-4039(98)02422-8
  18. Asfari, Z.; Bressot, C.; Vicens, J.; Hill, C.; Dozol, J.-F.; Rouquette, H.; Eymard, S.; Lamare, V.; Tournois, B. Anal. Chem. 1995, 67, 3133 https://doi.org/10.1021/ac00114a006
  19. Pappalardo, S.; Parisi, M. F. J. Org. Chem. 1996, 61, 8724 https://doi.org/10.1021/jo9615108
  20. Salvo, G. D.; Gattuso, G.; Notti, A.; Parisi, M. F.; Pappalardo, S. J. Org. Chem. 2002, 67, 684 https://doi.org/10.1021/jo015982k
  21. Ito, K.; Noike, M.; Kida, A.; Ohba, Y. J. Org. Chem. 2002, 67, 7519 https://doi.org/10.1021/jo020300u
  22. Garozzo, D.; Gattuso, G.; Kohnke, F. H.; Malvagna, P.; Notti, A.; Occhipinti, S.; Pappalardo, S.; Parisi, M. F.; Pisagatti, I. Tetrahedron Lett. 2002, 43, 7663 https://doi.org/10.1016/S0040-4039(02)01847-6
  23. Garozzo, D.; Gattuso, G.; Kohnke, F. H.; Notti, A.; Pappalardo, S.; Parisi, M. F.; Pisagatti, I.; White, A. J. P.; Williams, D. J. Org. Lett. 2003, 5, 4025 https://doi.org/10.1021/ol035310b
  24. Kanamathareddy, S.; Gutsche, C. D. J. Am. Chem. Soc. 1993, 115, 6572 https://doi.org/10.1021/ja00068a014
  25. Gutsche, C. D.; Kanamathareddy, S. J. Org. Chem. 1992, 57, 3160 https://doi.org/10.1021/jo00037a037
  26. Assmus, R.; Bohmer, V.; Harrowfield, J. M.;Ogden, M. I.; Richmond, W. R.; Skelton, B. W.; White, A. H. J. Chem. Soc., Dalton Trans. 1993, 2427
  27. Otsuka, H.; Araki, K.; Matsumoto, H.; Harada, T.; Shinkai, S. J. Org. Chem. 1995, 60, 4862 https://doi.org/10.1021/jo00120a033
  28. Chen, Y.; Li, J.; Xin, J.; Zhong, Z.; Gong, S.; Lu, X. Synth. Commun. 1999, 29, 705 https://doi.org/10.1080/00397919908085820
  29. Darbost, U.; Giorgi, M.; Reinaud, O.; Jabin, I. J. Org. Chem. 2004, 69, 4879 https://doi.org/10.1021/jo035859o
  30. Blanda, M. T.; Farmer, D. B.; Brodbelt, J. S.; Goolsby, B. J. J. Am. Chem. Soc. 2000, 122, 1486 https://doi.org/10.1021/ja991810h
  31. Nam, K. C.; Choi, Y. J.; Kim, D. S.; Kim, J. M.; Chun, J. C. J. Org. Chem. 1997, 62, 6441 https://doi.org/10.1021/jo970729z
  32. Choi, E. M.; Oh, H. J.; Ko, S. W.; Choi, Y. K.; Nam, K. C.; Jeon, S. W. Bull. Korean Chem. Soc. 2001, 22, 1345
  33. Kobayashi, K.; Asakawa, Y.; Kikuchi, Y.; Toi, H.; Aoyama, Y. J. Am. Chem. Soc. 1993, 115, 2648 https://doi.org/10.1021/ja00060a013
  34. Minoux, H.; Chipot, C. J. Am. Chem. Soc. 1999, 121, 10366
  35. Nam, K. C.; Park, K. S. Bull. Korean Chem. Soc. 1995, 16, 153
  36. Nam, K. C.; Ko, S. W.; Kang, S. O.; Lee, S. H.; Kim, D. S. J. Incln. Phenon. & Macro. Chem. 2001, 40, 285 https://doi.org/10.1023/A:1012775510224
  37. Moore, S. S.; Tarnowski, T. L.; Newcomb, M.; Cram, D. J. J. Am. Chem. Soc. 1977, 99, 6398 https://doi.org/10.1021/ja00461a036
  38. Cram, D. J.; Dicker, I. B. J. Chem. Soc. Chem. Commun. 1982, 1219

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