A novel attempt to control the aggregation number of dendrons with a saccharide

Chemistry Letters

Volumn , Issue 9, 1999, Pages 929-930

  Ikeda, Atsushi ^a   Numata, Munenori ^a   Shinkai, Seiji ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033248552     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.929     Document Type: Article

References (24)

1. M. Fujita, J. Yazaki, and K. Ogura, J. Am. Chem. Soc., 112, 5645 (1990); R. S. Meissner, J. Rebek Jr., and J de Mendoza, Science, 270, 1485 (1995); P. Jacopozzi and E. Dalcanale, Angew. Chem., Int. Ed Engl., 36, 613 (1997); A. Ikeda, M. Yoshimura, F. Tani, Y. Naruta, and S. Shinkai, Chem. Lett., 1998, 587.
2. M. Fujita, J. Yazaki, and K. Ogura, J. Am. Chem. Soc., 112, 5645 (1990); R. S. Meissner, J. Rebek Jr., and J de Mendoza, Science, 270, 1485 (1995); P. Jacopozzi and E. Dalcanale, Angew. Chem., Int. Ed Engl., 36, 613 (1997); A. Ikeda, M. Yoshimura, F. Tani, Y. Naruta, and S. Shinkai, Chem. Lett., 1998, 587.
3. M. Fujita, J. Yazaki, and K. Ogura, J. Am. Chem. Soc., 112, 5645 (1990); R. S. Meissner, J. Rebek Jr., and J de Mendoza, Science, 270, 1485 (1995); P. Jacopozzi and E. Dalcanale, Angew. Chem., Int. Ed Engl., 36, 613 (1997); A. Ikeda, M. Yoshimura, F. Tani, Y. Naruta, and S. Shinkai, Chem. Lett., 1998, 587.
4. M. Fujita, J. Yazaki, and K. Ogura, J. Am. Chem. Soc., 112, 5645 (1990); R. S. Meissner, J. Rebek Jr., and J de Mendoza, Science, 270, 1485 (1995); P. Jacopozzi and E. Dalcanale, Angew. Chem., Int. Ed Engl., 36, 613 (1997); A. Ikeda, M. Yoshimura, F. Tani, Y. Naruta, and S. Shinkai, Chem. Lett., 1998, 587.
5. M. R. Ghadiri, J. R. Granja, and L. K. Buehler, Nature, 369, 301 (1994); P. R. Ashton, C. L. Brown, S. Menzer, S. A. Nepogodiev, J. F. Stoddart, and D. J. Williams, Chem. Eur. J., 2, 580 (1996).
6. M. R. Ghadiri, J. R. Granja, and L. K. Buehler, Nature, 369, 301 (1994); P. R. Ashton, C. L. Brown, S. Menzer, S. A. Nepogodiev, J. F. Stoddart, and D. J. Williams, Chem. Eur. J., 2, 580 (1996).
7. M. Fujita, F. Ibukuro, H. Seki, O. Kamo, M. Imanari, and K. Ogura, J. Am. Chem. Soc., 118, 899 (1996).
8. J.-M. Lehn and A. Rigault, Angew. Chem., Int. Ed. Engl., 27, 1095 (1988); E. C. Constable, M. D. Ward, and D. A. Toche, J. Am. Chem. Soc., 112, 1256 (1990).
9. J.-M. Lehn and A. Rigault, Angew. Chem., Int. Ed. Engl., 27, 1095 (1988); E. C. Constable, M. D. Ward, and D. A. Toche, J. Am. Chem. Soc., 112, 1256 (1990).
10. G. R. Newkome, R. Güther, C. N. Moorefield, F. Cardullo, L. Echigoyen, E. Pérez-Cordero, and H. Luftmann, Angew. Chem., Int. Ed. Engl., 34, 2023 (1995); J. Issberner, F. Vögtle, L. De Cola, V. Balzani, Chem. Eur. J., 3, 706 (1997); D. Tzalis and Y. Tor, Tetrahedron Lett., 37, 8289 (1996); H. F. Chow, I. Y. K. Chan, D. T. W. Chan, R. W. M. Kwok, Chem. Eur. J., 2, 1085 (1996).
11. G. R. Newkome, R. Güther, C. N. Moorefield, F. Cardullo, L. Echigoyen, E. Pérez-Cordero, and H. Luftmann, Angew. Chem., Int. Ed. Engl., 34, 2023 (1995); J. Issberner, F. Vögtle, L. De Cola, V. Balzani, Chem. Eur. J., 3, 706 (1997); D. Tzalis and Y. Tor, Tetrahedron Lett., 37, 8289 (1996); H. F. Chow, I. Y. K. Chan, D. T. W. Chan, R. W. M. Kwok, Chem. Eur. J., 2, 1085 (1996).
12. G. R. Newkome, R. Güther, C. N. Moorefield, F. Cardullo, L. Echigoyen, E. Pérez-Cordero, and H. Luftmann, Angew. Chem., Int. Ed. Engl., 34, 2023 (1995); J. Issberner, F. Vögtle, L. De Cola, V. Balzani, Chem. Eur. J., 3, 706 (1997); D. Tzalis and Y. Tor, Tetrahedron Lett., 37, 8289 (1996); H. F. Chow, I. Y. K. Chan, D. T. W. Chan, R. W. M. Kwok, Chem. Eur. J., 2, 1085 (1996).
13. G. R. Newkome, R. Güther, C. N. Moorefield, F. Cardullo, L. Echigoyen, E. Pérez-Cordero, and H. Luftmann, Angew. Chem., Int. Ed. Engl., 34, 2023 (1995); J. Issberner, F. Vögtle, L. De Cola, V. Balzani, Chem. Eur. J., 3, 706 (1997); D. Tzalis and Y. Tor, Tetrahedron Lett., 37, 8289 (1996); H. F. Chow, I. Y. K. Chan, D. T. W. Chan, R. W. M. Kwok, Chem. Eur. J., 2, 1085 (1996).
14. S. C. Zimmerman, F. Zeng, D. E. C. Reichert, and S. V. Kolotuchin, Science, 271, 1095 (1996); V. Percec, C.-H. Ahn, G. Ungar, D. J. P. Yeardley, M. Möller, and S. S. Sheiko, Nature, 391, 161 (1998); V. S. K. Balagurusamy, G. Ungar, V. Percec, and G. Johansson, J. Am. Chem. Soc., 119, 1539 (1997); Y. Wang, F. Zeng, and S. C. Zimmerman, Tetrahedron Lett., 38, 5459 (1997); D. J. Pesak and J. S. Moore, Tetrahedron, 53, 15331 (1997).
15. S. C. Zimmerman, F. Zeng, D. E. C. Reichert, and S. V. Kolotuchin, Science, 271, 1095 (1996); V. Percec, C.-H. Ahn, G. Ungar, D. J. P. Yeardley, M. Möller, and S. S. Sheiko, Nature, 391, 161 (1998); V. S. K. Balagurusamy, G. Ungar, V. Percec, and G. Johansson, J. Am. Chem. Soc., 119, 1539 (1997); Y. Wang, F. Zeng, and S. C. Zimmerman, Tetrahedron Lett., 38, 5459 (1997); D. J. Pesak and J. S. Moore, Tetrahedron, 53, 15331 (1997).
16. S. C. Zimmerman, F. Zeng, D. E. C. Reichert, and S. V. Kolotuchin, Science, 271, 1095 (1996); V. Percec, C.-H. Ahn, G. Ungar, D. J. P. Yeardley, M. Möller, and S. S. Sheiko, Nature, 391, 161 (1998); V. S. K. Balagurusamy, G. Ungar, V. Percec, and G. Johansson, J. Am. Chem. Soc., 119, 1539 (1997); Y. Wang, F. Zeng, and S. C. Zimmerman, Tetrahedron Lett., 38, 5459 (1997); D. J. Pesak and J. S. Moore, Tetrahedron, 53, 15331 (1997).
17. S. C. Zimmerman, F. Zeng, D. E. C. Reichert, and S. V. Kolotuchin, Science, 271, 1095 (1996); V. Percec, C.-H. Ahn, G. Ungar, D. J. P. Yeardley, M. Möller, and S. S. Sheiko, Nature, 391, 161 (1998); V. S. K. Balagurusamy, G. Ungar, V. Percec, and G. Johansson, J. Am. Chem. Soc., 119, 1539 (1997); Y. Wang, F. Zeng, and S. C. Zimmerman, Tetrahedron Lett., 38, 5459 (1997); D. J. Pesak and J. S. Moore, Tetrahedron, 53, 15331 (1997).
18. S. C. Zimmerman, F. Zeng, D. E. C. Reichert, and S. V. Kolotuchin, Science, 271, 1095 (1996); V. Percec, C.-H. Ahn, G. Ungar, D. J. P. Yeardley, M. Möller, and S. S. Sheiko, Nature, 391, 161 (1998); V. S. K. Balagurusamy, G. Ungar, V. Percec, and G. Johansson, J. Am. Chem. Soc., 119, 1539 (1997); Y. Wang, F. Zeng, and S. C. Zimmerman, Tetrahedron Lett., 38, 5459 (1997); D. J. Pesak and J. S. Moore, Tetrahedron, 53, 15331 (1997).
19. C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 112, 7638 (1990); J. M. J. Fréchet, K. L. Wooley, and C. J. Hawker, J. Am. Chem. Soc., 113, 4252 (1991); G. L'abbé, B. Forier, and W. Dehaen, J. Chem. Soc., Chem. Commun., 1996, 2143.
20. C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 112, 7638 (1990); J. M. J. Fréchet, K. L. Wooley, and C. J. Hawker, J. Am. Chem. Soc., 113, 4252 (1991); G. L'abbé, B. Forier, and W. Dehaen, J. Chem. Soc., Chem. Commun., 1996, 2143.
21. C. J. Hawker and J. M. J. Fréchet, J. Am. Chem. Soc., 112, 7638 (1990); J. M. J. Fréchet, K. L. Wooley, and C. J. Hawker, J. Am. Chem. Soc., 113, 4252 (1991); G. L'abbé, B. Forier, and W. Dehaen, J. Chem. Soc., Chem. Commun., 1996, 2143.
22. O. Hayashida, C. Shimizu, T. Fujimoto, and Y. Aoyama, Chem. Lett., 1998, 13; K. Aoi, K. Itoh, and M. Okada, Macromolecules, 30, 8072 (1997).
23. O. Hayashida, C. Shimizu, T. Fujimoto, and Y. Aoyama, Chem. Lett., 1998, 13; K. Aoi, K. Itoh, and M. Okada, Macromolecules, 30, 8072 (1997).
24. 3: the apparent MW values were 11800±600, 12500±1500, and 5900±300, respectively. These results show that the DAN values are 15±3-mer for 1, 9.5±1.5-mer for 2, and 2.5±0.5-mer for 3. These DAN values seem somewhat smaller than the dendrimer size obtained from the DLS measurements and the computational studies. Presumably, the present system is partially influenced by a monomer-aggregate equilibrium.