Solvent effects versus concentration effects in determining rates of base-catalyzed keto-enol tautomerization

New Journal of Chemistry

Volumn 29, Issue 4, 2005, Pages 625-632

  Iglesias, Emilia ^a  

^a UNIVERSITY OF A CORUÑA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ANIONIC SURFACTANT; CATIONIC SURFACTANT; CYCLOHEXANONE DERIVATIVE; DIMETHYL SULFOXIDE; SOLVENT; TETRALIN DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPARATIVE STUDY; CONCENTRATION (PARAMETERS); ISOMERIZATION; MICELLE; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 17444429678     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b415220d     Document Type: Article

References (33)

1. C. Reichardt, Solvent and Solvent Effects in Organic Chemistry, 2nd edn., VCH Verlagsgesellschaft, Weinheim, 1988.
2. A. Pross, Theoretical and Physical Principles of Organic Reactivity, J. Wiley & Sons, New York, 1995, Part B.
3. A. J. Parker, Chem. Rev., 1969, 69, 1.
4. (a) J. Hine, Adv. Phys. Org. Chem., 1977, 15, 1;
5. (b) J. Hine, Structural Effects on Equilibria in Organic Chemistry, J. Wiley & Sons, New York, 1974.
6. J. Llor, J. M. Sánchez-Ruiz and M. Cortijo, J. Chem. Soc., Perkin Trans. 2, 1988, 951.
7. E. J. Fendler and J. H. Fendler, Catalysis in Micellar and Macromolecular Systems, Academic Press, New York, 1975.
8. G. Savelli, R. Germany, L. Brinchi, In Reactive and Synthesis in Surfactant Systems (Surfactant Science Series, vol. 100), ed. J. Texter, Marcel Dekker, New York, 2001, ch. 8, pp. 175-246.
9. C. A. Bunton and G. Savelli, Adv. Phys. Org. Chem., 1986, 22, 231.
10. C. A. Bunton, F. J. Nome, F. H. Quina and L. S. Romsted, Acc. Chem. Res., 1991, 24, 357.
11. C. F. Bernasconi and F. Terrier, J. Am. Chem. Soc., 1987, 109, 7115.
12. (a) C. F. Bernasconi, J. P. Box, A. Kanararioti and M. Panda, J. Am. Chem. Soc., 1986, 108, 2372;
13. (b) C. F. Bernasconi and P. Paschalls, J. Am. Chem. Soc., 1986, 108, 2969.
14. C. F. Bernasconi and R. D. Bunnell, Isr. J. Chem., 1985, 26, 420.
15. T. H. Lowry, K. S. Richardson, Mechanism and Theory in Organic Chemistrv, 3rd edn., Harper & Row Publishers, New York, 1983, ch. 4.
16. S. G. Mills and P. Beak, J. Org. Chem., 1985, 50, 1216.
17. J. N. Spencer, E. S. Holmboe, M. R. Kirshenbaum, D. W. Firth and P. B. Pinto, Can. J. Chem., 1982, 60, 1180.
18. E. Iglesias, New J. Chem., 2005, 29, 457.
19. E. Iglesias, J. Org. Chem., 2003, 68, 2680.
20. E. Iglesias, J. Incl. Phenom. Mol. Recogn. Chem., in press.
21. (a) E. Iglesias, J. Chem. Soc., Perkin Trans. 2, 1997, 431;
22. (b) E. Iglesias, Langmuir, 2000, 16, 8438;
23. (c) E. Iglesias, New J. Chem., 2002, 26, 1353.
24. E. Iglesias, Langmuir, 1998, 14, 5764.
25. (a) H. Al-Lohedan and C. A. Bunton, J. Org. Chem., 1982, 47, 1160;
26. (b) C. A. Bunton, J. Frankson and L. S. Romsted, J. Phys. Chem., 1980, 84, 2607;
27. (c) C. A. Bunton, L. S. Romsted and C. Thamavit, J. Am. Chem. Soc., 1980, 102, 3900.
28. F. H. Quina and H. Chaimovich, J. Phys. Chem., 1979, 83, 1844.
29. (a) E. Iglesias, J. Phys. Chem. B, 2001, 105, 10287;
30. (b) L. Garcia-Rio, E. Iglesias, J. R. Leis and M. E. Peña, Langmuir, 1993, 9, 1263.
31. C. A. Bunton and J. R. Moffatt, J. Phys. Chem., 1986, 90, 538.
32. C. A. Bunton, N. Carrasco, S. K. Huang, C. H. Paik and L. S. Romsted, J. Am. Chem. Soc., 1978, 100, 5420.
33. D. Bartet, C. Gamboa and L. Sepúlveda, J. Phys. Chem., 1980, 84, 272.