Catalytic Effect of Cationic Gemini Micelles on the Rate of Condensation between Glycyl-dl-Aspartic Acid and Ninhydrin in the Absence and Presence of Organic Solvents

Journal of Solution Chemistry

Volumn 44, Issue 7, 2015, Pages 1529-1544

  Akram, Mohd ^a   Saeed, Adel A M ^a   Kabir Ud Din, ^a,b  

^a ALIGARH MUSLIM UNIVERSITY   (India)

^b Department of Chemistry Faculty of Natural Sciences Arba Munch University   (Ethiopia)

Author keywords

Gemini surfactants; Glycyl dl aspartic acid; Micellar catalysis; Ninhydrin; Organic solvents

Indexed keywords

EID: 84938099222     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-015-0360-y     Document Type: Article

References (31)

1. Ruhemann, S.: CCXII. - triketohydrindene hydrate. J. Chem. Soc., Trans. 97, 2025-2031 (1910)
2. Joullie, M.M., Thompson, T.R., Nemeroff, N.H.: Ninhydrin and ninhydrin analogs. Syntheses and applications. Tetrahedron 47, 8791-8830 (1991)
3. Oden, S., Von Hofsten, B.: Detection of fingerprints by the ninhydrin reaction. Nature 173, 449-450 (1954)
4. Stoilovie, M., Kobus, H.J., Margot, P.A., Warrener, R.N.: Improved enhancement of ninhydrin developed fingerprints by cadmium complexation using low temperature photoluminescence technique. J. Forensic Sci. 31, 432-445 (1986)
5. Almog, J., Hirshfeld, A.: 5-methoxyninhydrin: a reagent for the chemical development of latent fingerprints that is compatible with the copper-vapor laser. J. Forensic Sci. 33, 1027-1030 (1988)
6. Liberti, A., Calabro, G., Chiarotti, M.: Storage effects on ninhydrin-developed fingerprints enhanced by zinc complexation. Forensic Sci. Int. 72, 161-169 (1995)
7. Thomas, J.K.: Radiation-induced reactions in organized assemblies. Chem. Rev. 80, 283-299 (1980)
8. Fendler, J.H.: Membrane Mimetic Chemistry. Wiley-Interscience, New York (1982)
9. Grätzel, M., Kalyansundaram, K.: Kinetics and Catalysis in Microheterogeneous Systems. Surfactant Science Series, vol. 38. Marcel Dekker, New York (1992)
10. Tanford, C.: The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Wiley, New York (1973)
11. Patist, A., Kanicky, J.R., Shukla, P.K., Shah, D.O.: Importance of micellar kinetics in relation to technological processes. J. Colloid Interface Sci. 245, 1-15 (2002)
12. Rosen, M.J.: Surfactants and Interfacial Phenomena. Wiley-Interscience, New York (2004)
13. Kabir-ud-Din, Kumar: S., Aswal, V.K., Goyal, P.S.: Effect of the addition of n-alkylamines on the growth of sodium decyl sulfate micelles. J. Chem. Soc. Faraday Trans. 92, 2413-2415 (1996)
14. Menger, F.M., Keiper, J.S.: Gemini surfactants. Angew. Chem. Int. Ed. 39, 1906-1920 (2000)
15. Cerichelli, G., Mancini, G., Luchetti, L., Savelli, G., Bunton, C.A.: Specific micellar rate effects on unimolecular decarboxylation and cyclization. J. Phys. Org. Chem. 4, 71-76 (1991)
16. Parker, A.J.: Protic-dipolar aprotic solvent effects on rates of biomolecular reactions. Chem. Rev. 69, 1-32 (1969)
17. Azum, N., Naqvi, A.Z., Akram, M., Kabir-ud-Din: Studies of mixed micelle formation between cationic gemini and cationic conventional surfactants. J. Chem. Eng. Data 54, 1518-1523 (2009)
18. Koya, P.A., Kabir-ud-Din, Ismail, K.: Micellization and thermodynamic parameters of butanediyl-1,4-bis(tetradecyldimethylammonium bromide) gemini surfactant at different temperatures: Effect of the addition of 2-methoxyethanol. J. Solution Chem. 41, 1271-1281 (2012)
19. Pine, S.H.: Organic Chemistry. McGraw Hill International Editions, New York (1987)
20. Farme, S., Reusch, W.: Reaction with Primary Amines to form Imines. STEMWiki Hyperlibrary. http://chemwiki.ucdavis.edu (2014). Accessed 20 April 2014
21. Bunton, C.A., Robinson, L.: Micellar effects upon nucleophilic aromatic and aliphatic substitution. J. Am. Chem. Soc. 90, 5972-5979 (1968)
22. Vera, S., Rodenas, E.: Inhibiton effect of cationic micelles on the basic hydrolysis of aromatic esters. Tetrahedron 42, 143-149 (1986)
23. Cerichelli, G., Mancini, G., Luchetti, L., Savelli, G., Bunton, C.A.: Surfactant effects upon cyclization of o-(.omega.-haloalkoxy)phenoxide ions. The role of premicellar assemblies. Langmuir 10, 3982-3987 (1994)
24. Brinchi, L., Germani, R., Gorracci, L., Savelli, G., Bunton, C.A.: Decarboxylation and dephosphorylation in new gemini surfactants. changes in aggregate structures. Langmuir 18, 7821-7825 (2002)
25. Kabir-ud-Din, Fatma, W.: Role of cationic gemini surfactants toward enhanced ninhydrin-tryptophan reaction. J. Phys. Org. Chem. 20, 440-447 (2007)
26. Akram, M., Kumar, D., Kabir-ud-Din: Effect of dicationic gemini surfactants 16-s-16 (s = 4, 5, 6) on the ninhydrin-dipeptide (glycyl-tyrosine) reaction. Int. J. Chem. Kinet. 44, 800-809 (2012)
27. Karaborni, S., Esselink, K., Hilbers, P.A., Smit, B., Karthauser, J., van Os, N.M., Zana, R.: Simulating the self-assembly of gemini (dimeric) surfactants. Science 266, 254-256 (1994)
28. Menger, F.M., Portnoy, C.E.: Chemistry of reactions proceeding inside molecular aggregates. J. Am. Chem. Soc. 89, 4698-4703 (1967)
29. Bunton, C.A.: Reactivity in aqueous association colloids. Descriptive utility of the pseudophase model. J. Mol. Liq. 72, 231-249 (1997)
30. Piszkiewicz, D.: Positive cooperativity in micelle-catalyzed reactions. J. Am. Chem. Soc. 99, 1550-1557 (1977)
31. Hill, A.V.: A new mathematical treatment of changes of ionic concentration in muscle and nerve under the action of electric currents, with a theory as to their mode of excitation. J. Physiol. 40, 190-224 (1910)