Zwitterionic geminis. Coacervate formation from a single organic compound

Organic Letters

Volumn 1, Issue 9, 1999, Pages 1347-1350

  Peresypkin, Andrey V ^a   Menger, Fredric M ^a  

^a EMORY UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000072372     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990205g     Document Type: Article

References (24)

1. (a) Menger, F. M.; Littau, C. A. J. Am. Chem. Soc. 1991, 113, 1451-1452.
2. (b) Menger, F. M.; Littau, C. A. J. Am. Chem. Soc. 1993, 115, 10083-10090.
3. Rosen, M. J. Chemtech 1993, 23, 30-33.
4. Rosen, M. J.; Tracy, D. J. J. Surfact. Deterg. 1998. 1, 547-554.
5. Menger, F. M.; Keiper, J. S., to be published in Angew. Chem.
6. Kwetkat, K. (Huls A.-G.) WO 9731890, 1997; Chem. Abstr. 1997, 127, 249754r.
7. Pavlíková M.; Lacko, I.; Devínský, F.; Mlynarčík, D. Collect. Czech. Chem. Commun. 1995, 60, 1213-1228.
8. Van Der Voort, P.; Mathieu, M.; Mees, F.; Vansant, E. F. J. Phys. Chem. B 1998, 102, 8847-8851.
9. Chen, K.; Locke, D. C; Maldacker, T.; Lin, J.-L.; Aawasiripong, S.; Schurrath, U. J. Chromatogr. A 1998, 822, 281-290.
10. Dreja M.; Tieke, B. Langmuir 1998, 14, 800-807.
11. Rosen, M. J.; Liu, L. J. Am. Oil Chem. Soc. 1996, 73, 885-890.
12. For a nonionic gemini, see: Pestman, J. M.; Terpstra, K. R.; Stuart, M. C. A.; van Doren, H. A.; Brisson, A.; Kellogg, R. M.; Engberts, J. B. F. N Langmuir 1997, 13, 6857-6860.
13. Zana, R.; Benrraou, M.; Rueff, R. Langmuir 1991, 7, 1072-1075.
14. Sommerdijk, N. A. J. M.; Hoeks, T. H. L.; Synak, M.; Feiters, M. C.; Nolte, R. J. M; Zwanenburg, B. J. Am. Chem. Soc. 1997, 119, 4338-4344.
15. For an example of a zwitterionic gemini (although not referred to as such), see: Jaeger, D. A.; Li, B.; Clark, T. Langmuir 1996, 12, 4314-4316.
16. Renouf, P.; Mioskowski, C.; Lebeau, L. Tetrahedron Lett. 1998, 39, 1357-1360.
17. (a) Oda, R.; Huc, I.; Candau, S. J. Chem. Soc., Chem. Commun. 1997, 2105-2106.
18. (b) Oda, R.; Hue, I.; Homo, J.-C; Heinrich, B.; Schmutz, M.; Candau, S. Langmuir 1999, 15, 2384-2390.
19. Haak, J. R.; Van Os, N. M.; Rupert, L. A. M. Physico-Chemical Preperties of Surfactants II. Cationic Surfactants; Shell Internationale Research Maatschappij: Amsterdam, 1989.
20. Zana, R.; Levy, H.; Papoutsi, D.; Beinert, G. Langmuir 1995, 11, 3694-3698.
21. Nonzwitterionic geminis have also been reported to form vesicles, (a) Jaeger, D. A.; Brown, E. L. G. Langmuir 1996, 12, 1976-1980.
22. (b) Sumida, Y.; Masuyama, A.; Maekawa, H.; Takasu, M.; Kida, T.; Nakatsuji, Y.; Ikeda, I.; Nojima, M. J. Chem. Soc., Chem. Commun. 1998, 2385-2386. See also ref 12.
23. Menger, F. M.; Sykes, B. M. Langmuir 1998, 14, 4131-4137. This paper, entitled "Anatomy of a Coacervate", gives many lead references on the subject.
24. 10.