Phenolysis and aminolysis of 4-nitrophenyl and 2,4-dinitrophenyl S-methyl thiocarbonates in aqueous ethanol

International Journal of Chemical Kinetics

Volumn 43, Issue 7, 2011, Pages 353-358

  Castro, Enrique A ^a   Aliaga, Margarita E ^a   Cepeda, Marjorie ^a   Santos, José G ^a  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOLYSIS; AQUEOUS ETHANOL; AROMATIC RINGS; CONCERTED MECHANISM; DINITROPHENYL; KINETIC INVESTIGATIONS; NEGATIVE CHARGE; POLAR SOLVENTS; PSEUDO-FIRST-ORDER; QUINUCLIDINES; REACTIONS IN WATER; SECONDARY ALICYCLIC; TETRAHEDRAL INTERMEDIATES; THIOCARBONATES; TRANSITION STATE;

AMINATION; AMINES; ETHANOL; NUCLEOPHILES; PHENOLS;

ORGANIC SOLVENTS;

EID: 79955584323     PISSN: 05388066     EISSN: 10974601     Source Type: Journal    
DOI: 10.1002/kin.20562     Document Type: Article

References (30)

1. Johnson, S. L., Adv Phys Org Chem 1967, 5, 237-330.
2. Williams, A., Chem Soc Rev 1994, 23, 93-100.
3. Castro, E. A., Chem Rev 1999, 99, 3505-3524.
4. Castro, E. A., J Sulfur Chem 2007, 28, 401-429.
5. Stefanidis D.,;, Cho S.,;, Dhe-Paganon S.,;, Jenks, W. P., J Am Chem Soc 1993, 115, 1650-1656.
6. Jencks, W. P.,;, Gilchrist, M., J Am Chem Soc 1968, 90, 2622-2637.
7. Satterthwait, A. C.,;, Jencks, W. P., J Am Chem Soc 1974, 96, 7018-7031.
8. Gresser, M. J.,;, Jencks, W. P., J Am Chem Soc 1977, 99, 6963-6970.
9. Gresser, M. J.,;, Jencks, W. P., J Am Chem Soc 1977, 99, 6970-6980.
10. Neuvonen, H.,;, Neuvonen, K.,;, Pasanen, P., J Org Chem 2004, 69, 3794-3800.
11. Um, I.-H.,;, Kim, K.-H.,;, Park, H.-R.,;, Fujio, M.,;, Tsuno, Y., J Org Chem 2004, 69, 3937-3942.
12. Oh, H. K.,;, Ha, J. S.,;, Sung, D. D.,;, Lee, I., J Org Chem 2004, 69, 8219-8223.
13. Castro, E. A.,;, Ramos, M.,;, Santos, J. G., J Org Chem 2009, 74, 6374-6377.
14. Castro, E. A.,;, Aliaga, M.,;, Campodõnico, P. R.,;, Cepeda, M.,;, Contreras, R.,;, Santos, J. G., J Org Chem 2009, 74, 9173-9179.
15. Lee, I.,;, Koo, I. S., Tetrahedron 1983, 39, 1803-1807.
16. Lee, I.,;, Lee, W. H.,;, Sohn, S. C.,;, Kim, C. S., Koo, I. S., Tetrahedron 1985, 41, 2635-2641.
17. Hong, S. W.,;, Koh, H. J.,;, Lee, H. W.,;, Lee, I., Bull Korean Chem Soc 1999, 20, 1172-1176.
18. Lee, H. W.,;, Guha, A. K.,;, Lee, I., Int J Chem Kinet 2002, 34, 632-637.
19. Um, I.-H.,;, Yoon, H.-W,;, Lee, J.-S,;, Moon, H.-J, Kwon, D.-S, J Org Chem 1997, 62, 5939-5944.
20. Ghosh, K. K.,;, Satnami, M. L.,;, Sinha, D.,;, Vaidya, J., J Mol Liq 2005, 116, 55-60.
21. Castro, E. A.,;, Ibáñez, F.,;, Salas, M.,;, Santos, J. G.,;, SepÃlveda. P., J Org Chem 1993, 58, 459-463.
22. Castro, E. A.,;, Cubillos, M.,;, Muñoz, G.,;, Santos, J. G., Int J Chem Kinet 1994, 26, 571-575.
23. Castro, E. A.,;, Aliaga, M.,;, Santos, J. G., J Org Chem 2005, 70, 2679-2685.
24. Castro, E. A.,;, Aliaga, M.,;, Santos, J. G., J Phys Org Chem 2007, 20, 533-538.
25. Bell R. P., The Proton in Chemistry; Methuen: London, 1959; p 159.
26. Chystiuk, E.,;, Wiliams, A., J Am Chem Soc 1987, 109, 3040-3046.
27. Williams, A., Acc Chem Res 1989, 22, 387-392.
28. Jencks, W. P., Acc Chem Res 1980, 13, 161-169.
29. Jencks, W. P., Chem Soc Rev 1981, 10, 345-375.
30. Castro, E. A.,;, Muñoz, P.,;, Santos, J. G., J Org Chem 1999, 64, 8298-8301.