FUNCTIONALIZED SURFACTANT MEDIATED REACTIONS
the end of the reaction with the authentic sample under the
experimental condition.
[13] F. Terrier, P. R. Dafonte, E. L. Guevel, G. Moutiers, Org. Biomol. Chem.
2006, 4, 4352.
[14] E. V. Patterson, K. R. Fountain, J. Org. Chem. 2006, 71, 8121.
[15] J. B. Domingos, E. Longhinotti, T. A. S. Brandao, C. A. Bunton, L. S.
Santos, M. N. Eberlin, F. Nome, J. Org. Chem. 2004, 69, 6024.
[16] A. A. J. Kirby, B. S. Souza, M. Medeiros, J. P. Priebe, A. M. Manfredi, F.
Nome, Chim. Commun. 2008, 4428.
CONCLUSIONS
An important objective of this study was to determine the kinetic
efficiencies of oxime-based functionalized surfactants series (IA
and IB) for the cleavage of carboxylic, phosphate and sulphonate
esters, which are assumed as model representative of organo-
phosphate and nerve agents. Series IA and IB functionalized
surfactants are effective functionalized surfactants and can be
used as a novel micellar catalyst under mild conditions. The
results of their study could potentially be useful for the designing
of more effective organophosphorus antidotes.
[17] M. Hebrant, A. Bouraine, C. Tondre, A. Brembilla, P. Lochon, Langmuir
1994, 10, 3994.
[18] K. Ogino, T. Yoshida, K. Nishi, T. Fujita, W. Tagaki, Chem. Lett. 1991, 341,
140.
[19] K. Ogino, T. Yoshida, H. Yamamoto, W. Tagaki, Chem. Lett. 1992, 21,
1197.
[20] S. Bhattacharya, P. K. Vemula, J. Org. Chem. 2005, 70, 9677.
[21] S. Bhattacharya, P. K. Vemula, Langmuir 2005, 21, 71.
[22] J. Acharya, A. K. Gupta, A. Mazumder, D. K. Dubey, Toxicol. In Vitro
2008, 22, 525.
[23] S. R. Chennamaneni, V. Venkateshwarulu, G. Achaiah, Bioiorg. Med.
Chem. Lett. 2005, 15, 3076.
[24] J. Epstein, J. J. Kaminiski, N. Bodar, R. Eneves, J. Sowa, T. Higuchi, J.
Org. Chem. 1978, 43, 2816.
[25] M. Kivala, R. Cibulka, F. Hampl, Collect. Czech. Chem. Commun. 2006,
71, 1642.
[26] Y. S. Simanenko, V. A. Savelova, T. M. Prokop’eva, V. A. Mikhailov, M. K.
Turovskaya, E. A. Karpichev, A. F. Popov, N. D. Gillitt, C. A. Bunton,
Russian J. Org. Chem. 2004, 38, 1314.
[27] L. M. Goncalves, T. G. Kobayakawa, H. Chaimovich, D. Zanette, I. M.
Cuccovia, J. Pharm. Sci. 2009, 98, 1040.
[28] K. K. Ghosh, S. Bal, S. Kolay, A. Shrivastava, J. Phys. Org. Chem. 2008,
21, 492.
[29] K. K. Ghosh, S. Kolay, M. L. Satnami, S. Moore, R. M. Palepu, J.
Dispersion Sci. Technol. 2007, 28, 213.
Acknowledgements
The authors are grateful to Professor Rama Pande, Head, School
of Studies in Chemistry, Pt. Ravishankar Shukla University, Raipur
(Chattisgarh), India for providing laboratory facilities. They are
also thankful to Pt. Ravishankar Shukla University, Raipur (Chat-
tisgarh), India for providing university fellowship to one of the
authors (Shuchi Tiwari) of this paper. This work was also sup-
ported by Czech Ministry of Defence project N o. OVUOFVZ200803.
[30] K. K. Ghosh, D. Sinha, M. L. Satnami, J. Colloid Interface Sci. 2006, 30,
1564.
REFERENCES
[31] K. K. Ghosh, D. Sinha, M. L. Satnami, D. Dubey, P. R. Dafonte, G. L.
Mundhara, Langmuir 2005, 21, 8664.
[32] K. K. Ghosh, J. Vaidya, M. L. Satnami, Int. J. Chem. Kinet. 2005, 38, 26.
[33] K. K. Ghosh, M. L. Satnami, D. Sinha, Tetrahedron Lett. 2004, 45,
9103.
[34] K. K. Ghosh, D. Sinha, M. L. Satnami, J. Surface Sci. Technol. 2003, 19,
159.
[35] S. Tiwari, S. Kolay, K. K. Ghosh, K. Kuca, J. Marek, Int. J. Chem. Kinet.
2009, 41, 57.
[1] S. Bhattacharya, N. Kumari, Coord. Chem. 2009, 253, 2133–2149.
[2] L. Bromberg, H. S. Gibson, W. R. Creasy, D. J. McGorvey, R. A. Fry, T. A.
Hatton, Ind. Eng. Chem. Res. 2009, 48, 1650.
[3] B. M. Smith, Chem. Soc. Rev. 2008, 37, 470.
[4] L. Malosse, P. Buvat, D. Ades, A. Siove, Analyst 2008, 133, 588.
[5] S. Royo, R. Martinez-Manez, F. Sancenon, A. M. Costero, M. Parra, S. Gil,
Chem. Commun. 2007, 144, 839.
[6] L. M. Eubanks, T. J. Dickerson, K. D. Janda, Chem. Soc. Rev. 2007, 36,
458.
[7] J. Wang, J. Gu, J. Leszynski, M. Feliks, W. Andrzej, J. Phys. Chem. 2007,
111, 2404.
[36] E. Buncel, I. H. Um, Tetrahedron Lett. 2004, 60, 7801.
[37] X. Han, V. K. Balakrishnan, G. W. vanLoon, E. Buncel, Langmuir 2006,
22, 9009.
[38] V. K. Balakrishnan, E. Buncel, G. W. vanLoon, Environ. Sci. Technol.
2005, 39, 5824.
[8] J. Kassa, K. Kuca, J. Cabal, M. Paar, J. Toxicol. Environ. Health 2006, 69,
1875;
[39] K. Kuca, D. Jun, K. Musilek, J. Bajgar, Front. Drug Des. Discov., 2007, 3,
381.
[9] K. Kuca, D. Jun, J. Cabal, M. Hrabinova, L. Bartosova, V. Opletalova,
Basic Clin. Pharma. Toxicol. 2006, 98, 389;
[40] K. K. Ghosh, M. L. Satnami, Colloids Surf. A Physicochem. Eng. Asp.
2006, 274, 125.
[41] I. H. Um, J. Y. Lee, S. Y. Bac, E. Buncel, Can. J. Chem. 2005, 83, 1365.
[42] A. Albert, E. P. Serjeant, Ionization Constants of Acids and Bases, John
Willey & Sons Inc., New York, 1962, 1–41
[10] J. Kassa, J. Daniel, K. Kuca, Int. J. Toxicol. 2006, 25, 397.
[11] B. Radic, A. L. Vrdoljak, D. Zelezic, N. Fuchs, S. Berend, N. Kopjar, Acta
Biochim. Pol. 2007, 54, 583.
[12] D. Jun, K. Kuca, J. Cabal, L. Bartosova, G. Kunesova, J. Kassa, Chem. Biol.
Interact. 2005, 157, 385.
J. Phys. Org. Chem. 2010, 23 519–525
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