Effects of micellar aggregates on the kinetics and mechanism of the reaction between 4-nitrobenzenediazonium ions and some amino acids

Helvetica Chimica Acta

Volumn 90, Issue 6, 2007, Pages 1141-1151

  Fernández Alonso, Alejandra ^a   Bravo Díaz, Carlos ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

BIMOLECULAR REACTIONS; MICELLAR AGGREGATES; NITROBENZENEDIAZONIUM IONS; SERINE; SODIUM DODECYL SULFATE (SDS);

AGGLOMERATION; AMINO ACIDS; AROMATIC COMPOUNDS; NEGATIVE IONS; RATE CONSTANTS; SURFACE ACTIVE AGENTS;

MICELLES;

4 NITROBENZENEDIAZONIUM; DIAZONIUM COMPOUND; DODECYL SULFATE SODIUM; GLYCINE; SERINE; UNCLASSIFIED DRUG;

ACIDITY; AQUEOUS SOLUTION; ARTICLE; CELL AGGREGATION; CHEMICAL REACTION; DRUG MECHANISM; KINETICS; MICELLE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY;

EID: 34447324703     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200790113     Document Type: Article

References (50)

1. L. S. Romsted, 'Micellar Effects on Reaction Rates and Equilibria', in 'Surfactants in Solution', Eds. K. L. Mittal and J. Lindman, Plenum Press, New York, 1984.
2. P. L. Luisi, B. E. Straub, 'Reverse Micelles: Biological and Technological Relevance of Amphiphilic Structures in Apolar Media', Plenum Press, New York, 1984.
3. C. A. Bunton, G. Savelli, Adv. Phys. Org. Chem. 1986, 22, 213.
4. G. Savelli, R. Germani, L. Brinchi, in 'Reactivity Control by Aqueous Self-Assembling Systems', in 'Reactions and Synthesis in Surfactant Systems', Ed. J. Texter, Marcel Dekker, New York, 2001, p. 175.
5. L. S. Romsted, 'Interfacial Compositions of Surfactant Assemblies by Chemical Trapping with Arenediazonium Ions: Method and Applications', in 'Reactions and Synthesis in Surfactant Systems', Ed. J. Texter, Marcel Dekker, New York, 2001.
6. J. M. Lin, Y. Masaaki, TRAC-Trends Anal. Chem. 2003, 22, 99.
7. C. A. Bunton, L. S. Romsted, in 'Handbook of Microemulsion Science and Technology', Eds. P. Kumar and K. L. Mittal, Marcel Dekker, New York, 1999.
8. J. Fendler, 'Membrane Mimetic Chemistry', Wiley, New York, 1982.
9. E. Pelizzetti, E. Pramauro, Anal. Chim. Acta 1985, 169, 1.
10. Y. Moroi, 'Micelles: Theoretical and Applied Aspects', Plenum Press, New York, 1992.
11. J. F. Russling, 'Electrochemistry in Micelles, Microemulsions and Related Microheterogeneous Fluids', in 'Electroanalytical Chemistry', Vol. 18, Marcel Dekker, New York, 1994.
12. K. Sawada, M. Ueda, J. Chem. Technol. Biotechnol. 2004, 79, 369.
13. J. Riordan, B. L. Vallee, Methods Enzymol. 1972, 25, 521.
14. H. G. Higgins, D. Fraser, Aust. J. Sci. Res. 1957, 5, 736.
15. A. F. Hegarty, 'Kinetics and Mechanisms of Reactions Involving Diazonium and Diazo Groups', in 'The Chemistry of Diazonium and Diazo Compounds', Ed. S. Patai, J. Wiley & Sons, New York, 1978.
16. K. H. Saunders, R. L. M. Allen, 'Aromatic Diazo Compounds', Edward Arnold, Baltimore, 1985.
17. H. Zollinger, 'Diazo Chemistry I, Aromatic and Heteroaromatic Compounds', VCH, Wheinhein, 1994.
18. D. W. Farnswoth, D. A. Wink, N. A. Roscher, C. J. Michejda, R. H. Smith, J. Org. Chem. 1994, 59, 5942.
19. C. A. Rouzer, M. Sabourin, T. L. Skinner, E. J. Thompson, T. O. Wood, G. H. Chmurny, J. R. Klose, J. M. Roman, R. H. Smith Jr., C. J. Michjeda, Chem Res. Toxicol. 1996, 9, 172.
20. J. H. Powell, P. M. Gannet, J. Environ. Pathol. Toxicol. Oncol. 2002, 21, 1.
21. D. B. Kimball, M. M. Haley, Angew. Chem., Int. Ed. 2002, 41, 3338.
22. K. C. Nicolau, C. N. C. Boddy, H. Li, A. E. Koumbis, R. Hughes, S. Natajaran, N. F. Jain, J. M. Ramanjulu, S. Bräse, M. E. Solomon, Chem - Eur. J. 1999, 5, 2602.
23. L. Jones, J. S. Schumm, J. M. Tour, J. Org. Chem. 1997, 62, 1388.
24. J. S. Moore, Acc. Chem. Res. 1997, 30, 402 and refs. cit. therein.
25. W. Wirshun, M. Winkler, K. Lutz, J. C. Jochims, J. Chem. Soc., Perkin Trans. 2 1998, 1755.
26. B. M. Tracey, D. E. G. Shuker, Chem Res. Toxicol. 1997, 10, 1378.
27. J. T. Patt, M. Patt, J. Labelled Compd. Radiopharm. 2002, 45, 1229.
28. J. Prikryl, A. Lycka, V. Bertolasi, M. Holcapek, V. Machacek, Eur. J. Org. Chem. 2003, 4413.
29. A. N. Howard, F. Wild, Biochem. J. 1957, 65, 651.
30. M. Remes, J. Divis, V. Zverina, M. Matrka, Collect. Czech. Chem. Commun. 1975, 41, 2566.
31. V. Mejstrik, P. Gryga, M. Matrka, Collect. Czech. Chem. Commun. 1982, 47, 2922.
32. C. Bravo-Díaz, L. S. Romsted, M. Harbowy, M. E. Romero-Nieto, E. González-Romero, J. Phys. Org. Chem. 1999, 12, 130.
33. C. Bravo-Díaz, E. González-Romero, Langmuir 2005, 21, 4888.
34. R. Pazo-Llorente, H. Maskill, C. Bravo-Díaz, E. González-Romero, Eur. J. Org. Chem. 2006, 2201.
35. E. González-Romero, B. Malvido-Hermelo, C. Bravo-Díaz, Langmuir 2002, 18, 46.
36. U. Costas-Costas, E. González-Romero, C. Bravo-Díaz, Helv. Chim. Acta 2001, 84, 632.
37. R. Pazo-Llorente, E. González-Romero, C. Bravo-Díaz, Int. J. Chem. Kinet. 2000, 32, 210.
38. P. S. J. Canning, H. Maskill, K. Mcrudden, B. Sexton, Bull. Chem. Soc. Jpn. 2002, 75, 789.
39. M. L. Crossley, R. H. Kienle, C. H. Benbrook, J. Am. Chem. Soc. 1940, 62, 1400.
40. C. Bravo-Díaz, E. González-Romero, 'Reactivity of Arenediazonium Ions in Micellar and Macromolecular Systems', in 'Current Topics in Colloid & Interface Science', ISSN 0972-4494, Trivandum, India, 2001, p. 57.
41. P. S. J. Canning, K. McCrudden, H. Maskill, B. Sexton, J. Chem. Soc., Perkin Trans. 2 1999, 12, 2735.
42. R. Bacaloglu, C. A. Bunton, G. Cherichelli, F. Ortega, J. Phys. Chem. 1989, 93, 1490.
43. C. Bravo-Díaz, M. Soengas-Fernandez, M. J. Rodriguez-Sarabia, E. González-Romero, Langmuir 1998, 14, 5098.
44. C. Bravo, L. Garcia-Rio, J. R. Leis, M. E. Peña, E. Iglesias, J. Colloid Interface Sci. 1994, 166, 316.
45. C. Bravo-Díaz, M. E. Romero-Nieto, E. González-Romero, Langmuir 2000, 16, 42.
46. S. Tascioglu, Tetrahedron 1996, 52, 11113.
47. C. A. Bunton, F. Nome, F. H. Quina, L. S. Romsted, Acc. Chem. Res. 1991, 24, 357.
48. R. Pazo-Llorente, C. Bravo-Díaz, E. González-Romero, Langmuir 2004, 20, 2962.
49. J. H. Fendler, E. F. Fendler, 'Catalysis in Micellar and Macromolecular Systems', Academic Press, New York, 1975.
50. M. C. Garcia-Meijide, C. Bravo-Díaz, L. S. Romsted, Int. J. Chem. Kinet. 1998, 30, 31.