Selective complexation of disaccharides by a novel D2-symmetrical receptor in protic solvent mixtures

Chemical Communications

Volumn , Issue 13, 1996, Pages 1493-1494

  Neidlein, Ulf ^a   Diederich, François ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002670428     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960001493     Document Type: Article

References (17)

1. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
2. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
3. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
4. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
5. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
6. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
7. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
8. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
9. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
10. K. Kobayashi, Y. Asakawa, Y. Kato and Y. Aoyama, J. Am. Chem. Soc., 1492, 114, 10 307; K. M. Bhattarai, R. P. Bonar-Law, A. P. Davis and B. A. Murray, J. Chem. Soc., Chem. Commun., 1992, 752; K. Kondo, Y. Shiomi, M. Saisho, T. Harada and S. Shinkai, Tetrahedron, 1992, 48, 8239; R. Liu and W. C. Still, Tetrahedron Lett., 1993, 34, 2573; P. B. Savage and S. H. Gellman, J. Am. Chem. Soc., 1993, 115, 10 448; A. V. Eliseev and H. J. Schneider, J. Am. Chem. Soc., 1994, 116, 6081; J. Jiménez-Barbero, E. Junquera, M. Martín-Pastor, S. Sharma, C. Vicent and S. Penadés, J. Am. Chem. Soc., 1995, 117, 11 198; R. P. Bonar-Law and J. K. M. Sanders, J. Am. Chem. Soc., 1995, 117, 259; J. Cuntze, L. Owens, V. Alcázar, P. Seiler and F. Diederich, Helv. Chim. Acta, 1995, 78, 367; M. Inouye, T. Miyake, M. Furusyo and H. Nakazumi, J. Am. Chem. Soc., 1995, 117, 12 416.
11. F. A. Quiocho, Pure Appl. Chem., 1989, 61, 1293; R. U. Lemieux, ACS Symp. Ser., 1991, 519, 5.
12. F. A. Quiocho, Pure Appl. Chem., 1989, 61, 1293; R. U. Lemieux, ACS Symp. Ser., 1991, 519, 5.
13. N. Sharon and H. Lis, Sci. Am., 1993, 268 (1), 74.
14. S. Anderson, U. Neidlein, V. Gramlich and F. Diederich, Angew. Chem., Int. Ed. Engl., 1995, 34, 1596.
15. G. Das and A. Hamilton, J. Am. Chem. Soc., 1994, 116, 11 139.
16. S. Takahashi, Y. Kuroyama, K. Sonogashira and N. Hagihara, Synthesis, 1980, 627.
17. A. S. Hay, J. Org. Chem., 1962, 27, 3320.