Unambiguous Demonstration of Compression Promoted Dipeptide Synthesis in a Monolayer Film

Journal of Organic Chemistry

Volumn 62, Issue 18, 1997, Pages 6436-6438

  Oliver, John S ^a   Singh, Jaya ^a  

^a BROWN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0010499337     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970510k     Document Type: Article

References (19)

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2. Arslanov, V. V.; Sheinina, L. S.; Bulgakova, R. A.; Belomestnykh, A. V. Langmuir 1995, 11, 3953.
3. Kuriyama, K.; Kikuchi, H.; Tisato, K. Langmuir 1996, 12, 2283.
4. (a) Miyasaka, T.; Nishikawa, N.; Ono, M. Thin Sol. Films 1992, 210, 393.
5. (b) Liu, M.-H.; Nakahara, H.; Shibasaki, Y.; Fukuda, K. Chem. Lett. 1994, 783.
6. (c) Fukuda, K.; Shibasaki, Y.; Nakahara, H. J. Macromol. Sci., Chem. 1981, A15, 999.
7. (d) Liu, M.-H.; Nakabara, H.; Shibasaki, Y.; Fukuda, K. Chem. Lett. 1993, 967.
8. (a) Liu, M.-h.; Nakahara, H.; Shibasaki, Y.; Fukuda, K. Thin Sol. Films 1994, 237, 244.
9. (b) Fukuda, K.; Shibasaki, Y.; Nakahara, H.; Endo, H. Thin Sol. Films 1989, 179, 103.
10. (c) Fukuda, K.; Shibasaki, Y.; Nakahara, H. Thin Sol. Films 1988, 160, 43.
11. (d) Hanabusa, K.; Yamasaki, J.; Koyama, T.; Shirai, H.; Hayakawa, T.; Kurose, A. J. Macromol. Sci., Chem. 1989, A26, 1571.
12. Neumann, R.; Ringsdorf, H.; Patton, E. V.; O'Brien, D. F. Biochim. Biophys. Acta 1987, 338.
13. Langmuir Blodgett Films An Introduction; Petty, M. C., Ed.; Cambridge University Press: Cambridge, 1990.
14. The surface pressure for reaction is lower than the equilibrium spreading pressure of any of the components. Surface pressures higher than 30 mN/m will result in extrusion into the subphase or crystallization at the surface of one or more components from the surface over long periods of time.
15. The decrease in the surface area during reaction is due to at least two effects. The first is a decrease in the mean molecular area in the monolayer due to reorganization of the monolayer. The second reason may be a decrease in the mean molecular area as the reaction proceeds. It should be noted that the decrease in surface area is not due to loss of material from the surface as at these pressures the monolayer is stable and is not extruding material into the subphase.
16. If the mixture of 1 and 2 was not compressed, compound 4 was not formed.
17. 2O.
18. We have determined that there is no selective loss of the starting materials or the dipeptide product from the monolayer during reaction or during isolation of material from the surface.
19. Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.