Design, synthesis and self-association behavior of water soluble self complementary facial amphiphiles

Chemical Communications

Volumn , Issue 24, 1999, Pages 2549-2550

  Isaacs, Lyle ^a   Witt, Dariusz ^b   Fettinger, James C ^a  

^a Bldg 142   (United States)

^b GDANSK UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOPHILE; WATER;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; HYDROPHOBICITY; MOLECULAR INTERACTION; SYNTHESIS; THERMODYNAMICS;

EID: 0033593051     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a907474k     Document Type: Article

References (22)

1. W. Blokziji and J. B. F. N. Engberts, Angew. Chem., Int. Ed. Engl., 1993, 32, 1545; C. Tanford, The Hydrophobic Effect, 2nd edn., Wiley, New York, 1980; F. Diederich, Angew. Chem., Int. Ed. Engl., 1988, 27, 362; A. Lupas, Trends Biochem. Sci., 1996, 21, 375.
2. W. Blokziji and J. B. F. N. Engberts, Angew. Chem., Int. Ed. Engl., 1993, 32, 1545; C. Tanford, The Hydrophobic Effect, 2nd edn., Wiley, New York, 1980; F. Diederich, Angew. Chem., Int. Ed. Engl., 1988, 27, 362; A. Lupas, Trends Biochem. Sci., 1996, 21, 375.
3. W. Blokziji and J. B. F. N. Engberts, Angew. Chem., Int. Ed. Engl., 1993, 32, 1545; C. Tanford, The Hydrophobic Effect, 2nd edn., Wiley, New York, 1980; F. Diederich, Angew. Chem., Int. Ed. Engl., 1988, 27, 362; A. Lupas, Trends Biochem. Sci., 1996, 21, 375.
4. W. Blokziji and J. B. F. N. Engberts, Angew. Chem., Int. Ed. Engl., 1993, 32, 1545; C. Tanford, The Hydrophobic Effect, 2nd edn., Wiley, New York, 1980; F. Diederich, Angew. Chem., Int. Ed. Engl., 1988, 27, 362; A. Lupas, Trends Biochem. Sci., 1996, 21, 375.
5. D. T. McQuade, D. G. Barrett, J. M. Desper, R. K. Hayashi and S. H. Gellman, J. Am. Chem. Soc., 1995, 117, 4862; Y. Cheng, D. M. Ho, C. R. Gottleib, D. Kahne and M. A. Bruck, J. Am. Chem. Soc., 1992, 114, 7319; S. Shawaphun, V. Janout and S. L. Regen, J. Am. Chem.Soc., 1999, 121, 5860; F. M. Menger and C. A. Littau, J. Am. Chem. Soc., 1993, 115, 10083; J. Q. Nguyen and B. L. Iverson, J. Am. Chem. Soc., 1999, 121, 2639.
6. D. T. McQuade, D. G. Barrett, J. M. Desper, R. K. Hayashi and S. H. Gellman, J. Am. Chem. Soc., 1995, 117, 4862; Y. Cheng, D. M. Ho, C. R. Gottleib, D. Kahne and M. A. Bruck, J. Am. Chem. Soc., 1992, 114, 7319; S. Shawaphun, V. Janout and S. L. Regen, J. Am. Chem.Soc., 1999, 121, 5860; F. M. Menger and C. A. Littau, J. Am. Chem. Soc., 1993, 115, 10083; J. Q. Nguyen and B. L. Iverson, J. Am. Chem. Soc., 1999, 121, 2639.
7. D. T. McQuade, D. G. Barrett, J. M. Desper, R. K. Hayashi and S. H. Gellman, J. Am. Chem. Soc., 1995, 117, 4862; Y. Cheng, D. M. Ho, C. R. Gottleib, D. Kahne and M. A. Bruck, J. Am. Chem. Soc., 1992, 114, 7319; S. Shawaphun, V. Janout and S. L. Regen, J. Am. Chem.Soc., 1999, 121, 5860; F. M. Menger and C. A. Littau, J. Am. Chem. Soc., 1993, 115, 10083; J. Q. Nguyen and B. L. Iverson, J. Am. Chem. Soc., 1999, 121, 2639.
8. D. T. McQuade, D. G. Barrett, J. M. Desper, R. K. Hayashi and S. H. Gellman, J. Am. Chem. Soc., 1995, 117, 4862; Y. Cheng, D. M. Ho, C. R. Gottleib, D. Kahne and M. A. Bruck, J. Am. Chem. Soc., 1992, 114, 7319; S. Shawaphun, V. Janout and S. L. Regen, J. Am. Chem.Soc., 1999, 121, 5860; F. M. Menger and C. A. Littau, J. Am. Chem. Soc., 1993, 115, 10083; J. Q. Nguyen and B. L. Iverson, J. Am. Chem. Soc., 1999, 121, 2639.
9. D. T. McQuade, D. G. Barrett, J. M. Desper, R. K. Hayashi and S. H. Gellman, J. Am. Chem. Soc., 1995, 117, 4862; Y. Cheng, D. M. Ho, C. R. Gottleib, D. Kahne and M. A. Bruck, J. Am. Chem. Soc., 1992, 114, 7319; S. Shawaphun, V. Janout and S. L. Regen, J. Am. Chem.Soc., 1999, 121, 5860; F. M. Menger and C. A. Littau, J. Am. Chem. Soc., 1993, 115, 10083; J. Q. Nguyen and B. L. Iverson, J. Am. Chem. Soc., 1999, 121, 2639.
10. J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, New York, 1995; G. M. Whitesides, J. P. Mathias and C. T. Seto, Science, 1991, 254, 1312; D. Philp and J. F. Stoddart, Angew. Chem., Int. Ed. Engl., 1996, 35, 1154; P. J. Stang and B. Olenyuk, Acc. Chem. Res., 1997, 30, 502.
11. J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, New York, 1995; G. M. Whitesides, J. P. Mathias and C. T. Seto, Science, 1991, 254, 1312; D. Philp and J. F. Stoddart, Angew. Chem., Int. Ed. Engl., 1996, 35, 1154; P. J. Stang and B. Olenyuk, Acc. Chem. Res., 1997, 30, 502.
12. J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, New York, 1995; G. M. Whitesides, J. P. Mathias and C. T. Seto, Science, 1991, 254, 1312; D. Philp and J. F. Stoddart, Angew. Chem., Int. Ed. Engl., 1996, 35, 1154; P. J. Stang and B. Olenyuk, Acc. Chem. Res., 1997, 30, 502.
13. J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, New York, 1995; G. M. Whitesides, J. P. Mathias and C. T. Seto, Science, 1991, 254, 1312; D. Philp and J. F. Stoddart, Angew. Chem., Int. Ed. Engl., 1996, 35, 1154; P. J. Stang and B. Olenyuk, Acc. Chem. Res., 1997, 30, 502.
14. J. N. H. Reek, A. Kros and R. J. M. Nolte, Chem. Commun., 1996, 245; J. A. A. W. Elemans, R. de Gelder, A. E. Rowan and R. J. M. Nolte, Chem. Commun., 1998, 1553.
15. J. N. H. Reek, A. Kros and R. J. M. Nolte, Chem. Commun., 1996, 245; J. A. A. W. Elemans, R. de Gelder, A. E. Rowan and R. J. M. Nolte, Chem. Commun., 1998, 1553.
16. R. P. Sijbesma and R. J. M. Nolte, Recl. Trav. Chim. Pays-Bas, 1993, 112, 643; H. J. H. Fenton, J. Chem. Soc., 1895, 67, 48.
17. R. P. Sijbesma and R. J. M. Nolte, Recl. Trav. Chim. Pays-Bas, 1993, 112, 643; H. J. H. Fenton, J. Chem. Soc., 1895, 67, 48.
18. N. Branda, R. M. Grotzfeld, C. Valdés and J. Rebek, Jr., J. Am. Chem. Soc., 1995, 117, 85.
19. J. N. H. Reek, J. Elemans and R. J. M. Nolte, J. Org. Chem., 1997, 62, 2234.
20. K. A. Connors, Binding Constants, Wiley, New York, 1987.
21. B. R. Peterson, P. Wallimann, D. R. Carcanague and F. Diederich, Tetrahedron, 1995, 51, 401; K. A. Sharp, A. Nicholls, R. F. Fine and B. Honig, Science, 1991, 252, 106.
22. B. R. Peterson, P. Wallimann, D. R. Carcanague and F. Diederich, Tetrahedron, 1995, 51, 401; K. A. Sharp, A. Nicholls, R. F. Fine and B. Honig, Science, 1991, 252, 106.