Solvation bifunctional catalysis of the hydrolysis of sulfonyl chlorides by hydration complexes of 2-propanol: Influence of the substrate structure

Kinetics and Catalysis

Volumn 46, Issue 1, 2005, Pages 29-36

  Ivanov, S N ^a   Mikhailov, A V ^b   Gnedin, B G ^a   Lebedukho, A Yu ^a   Korolev, V P ^b  

^a IVANOVO STATE UNIVERSITY   (Russian Federation)

^b INSTITUTE OF SOLUTION CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

2 PROPANOL; ALCOHOL DERIVATIVE; SULFONE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; COMPLEX FORMATION; CONCENTRATION RESPONSE; ENTHALPY; ENTROPY; HYDRATION; HYDROLYSIS; MOLECULE; SOLVATION; TEMPERATURE DEPENDENCE;

EID: 15444370814     PISSN: 00231584     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10975-005-0004-0     Document Type: Article

References (48)

1. Tiger, R.P., Levina, M.A., Entelis, S.G., and Andreev, M.A., Kinet. Katal., 2002, vol. 43, no. 5, p. 709.
2. Kessler, Yu.M. and Zaitsev, A.L., Sol'vofobnye effekty (Solvophobic Effects), Leningrad: Khimiya, 1989.
3. Hammer, G., Garde, S., Garcia, A.E., and Pratt, L.R., Chem. Phys., 2000, vol. 258, p. 349.
4. Yamskov, I.A., Yamskova, V.P., Danilenko, A.N., et al., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 34; Burlakova, E.B., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 3; Lo, Sh. and Li, V., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 40.
5. Yamskov, I.A., Yamskova, V.P., Danilenko, A.N., et al., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 34; Burlakova, E.B., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 3; Lo, Sh. and Li, V., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 40.
6. Yamskov, I.A., Yamskova, V.P., Danilenko, A.N., et al., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 34; Burlakova, E.B., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 3; Lo, Sh. and Li, V., Ross. Khim. Zh., 1999, vol. 43, no. 5, p. 40.
7. Tanford, C., The Hydrophobic Effects. Formation of Micelles and Biological Membranes, New York: Willey, 1980.
8. Savelova, V.A. and Oleinik, N.M., Mekhanizmy deistviya organicheskikh katalizatorov. Bifunktsional'nyi i vnutrimolekulyarnyi kataliz (Action of Organic Catalysts: Bifunctional and Intramolecular Catalysis), Kiev: Naukova Dumka, 1990.
9. Belusov, V.P. and Panov, M.Yu., Termodinamika vodnykh rastvorov neelektrolitov (Thermodynamics of Aqueous Solutions of Nonelectrolytes), Leningrad: Khimiya, 1983.
10. Krestov, G.A., Vinogradov, V.I., Kessler, Yu.M., et al., in Sovremennye problemy khimii rastvorov (Modern Problems of Solution Chemistry), Moscow: Nauka, 1986.
11. Engberts, J.B.F.N., Water: A Comprehensive Treatise, Franks, F., Ed., New York: Plenum, 1979, vol. 6, p. 139.
12. Winstein, S. and Fainberg, A.H., J. Am. Chem. Soc., 1957, vol. 79, no. 22, p. 5937; Robertson, R.E. and Sugamori, S.E., J. Am. Chem. Soc., 1969, vol. 91, no. 26, p. 7254.
13. Winstein, S. and Fainberg, A.H., J. Am. Chem. Soc., 1957, vol. 79, no. 22, p. 5937; Robertson, R.E. and Sugamori, S.E., J. Am. Chem. Soc., 1969, vol. 91, no. 26, p. 7254.
14. Tommila, E. and Hictala, S., Acta Chem. Scand., 1954, vol. 8, no. 2, p. 254.
15. Panov, M.Yu. and Sokolova, O.B., Zh. Obshch. Khim., 1997, vol. 67, no. 11, p. 1799.
16. Haak, J.R. and Engberts, J.B.F.N., J. Am. Chem. Soc., 1986, vol. 108, no. 7, p. 1705.
17. Kislov, V.V., Ivanov, S.N., and Noskov, S.Yu., Zh. Obshch. Khim., 1997, vol. 67, no. 8, p. 1330.
18. Kislov, V.V., Ivanov, S.N., and Gnedin, B.G., Zh. Obshch. Khim., 1999, vol. 69, no. 3, p. 479.
19. Ivanov, S.N., Kislov, V.V., and Gnedin, B.C., Zh. Obshch. Khim., 2004, vol. 74, no. 1, p. 103.
20. Ikeguchi, M., Shimizu, S., Nakamura, S., and Shimizu, K., J. Phys. Chem. B, 1998, vol. 102, p. 5891.
21. Kevin, A.T.S., Haymet, A.D.J., and Dill, K.A., J. Am. Chem. Soc., 1998, vol. 120, p. 3166; Southhall, N.T. and Dill, K.A., J. Phys. Chem., 2000, vol. 104, p. 1326.
22. Kevin, A.T.S., Haymet, A.D.J., and Dill, K.A., J. Am. Chem. Soc., 1998, vol. 120, p. 3166; Southhall, N.T. and Dill, K.A., J. Phys. Chem., 2000, vol. 104, p. 1326.
23. Lyashchenko, A.K., Lileev, A.S., Borina, A.F., and Shevchuk, T.S., Zh. Fiz. Khim., 1997, vol. 71, no. 3, p. 828; Lyashchenko, A.K., Lileev, A.S., and Novskova, T.A., 27th Int. Conf. on Solution Chemistry, Aachen, 2001.
24. Lyashchenko, A.K., Lileev, A.S., Borina, A.F., and Shevchuk, T.S., Zh. Fiz. Khim., 1997, vol. 71, no. 3, p. 828; Lyashchenko, A.K., Lileev, A.S., and Novskova, T.A., 27th Int. Conf. on Solution Chemistry, Aachen, 2001.
25. Ivanov, S.N., Kislov, V.V., and Gnedin, B.G., Zh. Obshch. Khim., 2004, vol. 74, no. 1, p. 94.
26. Svoistva organicheskikh soedinenii. Spravochnik (Properties of Organic Compounds: A Handbook), Potekhin, A.A., Ed., Leningrad: Khimiya, 1984.
27. Donaldson, N., The Chemistry and Technology of Naphthalene Compounds, London: Arnold, 1958.
28. Shilov, E.A. and Kobenin, A.I., Zh. Prikl. Khim., 1945, vol. 18, no. 3, p. 112; Organikum: Organisch-chemisches Grundpraktikum, Berlin: Wissenschaften, 1962.
29. Shilov, E.A. and Kobenin, A.I., Zh. Prikl. Khim., 1945, vol. 18, no. 3, p. 112; Organikum: Organisch-chemisches Grundpraktikum, Berlin: Wissenschaften, 1962.
30. Laboratorni technika organicke chemie, Keil, B., Ed., Prague, 1963.
31. Taft, R.W., Rrise, E., Fox, I.R., and Lewis, I.S., J. Am. Chem. Soc., 1963, vol. 85, p. 709; Gordon, A. and Ford, R., The Chemist's Companion, New York: Wiley, 1972.
32. Taft, R.W., Rrise, E., Fox, I.R., and Lewis, I.S., J. Am. Chem. Soc., 1963, vol. 85, p. 709; Gordon, A. and Ford, R., The Chemist's Companion, New York: Wiley, 1972.
33. Haughton, A.R., Laird, R.M., and Spence, M.J., J. Chem. Soc., Perkin Trans. 2, 1975, no. 6, p. 637.
34. Kislov, V.V. and Ivanov, S.N., Zh. Obshch. Khim., 2001, vol. 71, no. 5, p. 791.
35. Zavizion, V.A., Kudryashova, V.A., and Khurgin, Yu.I., Izv. Akad. Nauk SSSR, Ser. Khim., 1990, no. 8, p. 1755.
36. Dakar, G.M. and Korableva, E.Yu., Zh. Fiz. Khim., 1998, vol. 72, no. 4, p. 662.
37. Arnett, E.M., Bentrude, W.G., Burke, J.J., and Duggleby, M.P., J. Am. Chem. Soc., 1965, vol. 87, p. 1541.
38. Robertson, R.E. and Sugamori, S.E., J. Am. Chem. Soc., 1969, vol. 91, no. 26, p. 7254.
39. Mikhailov, A.V., Korolev, V.P., and Ivanov, S.N., Zh. Fiz. Khim., 2003, vol. 77, no. 9, p. 1722.
40. Kislov, V.V., Ivanov, S.N., and Petrov, V.M., Zh. Strukt. Khim., 2000, vol. 41, no. 5, p. 914.
41. Larina, T.V., Kern, A.P., and Lebed', V.I., Zh. Strukt. Khim., 1996, vol. 70, no. 12, p. 2171.
42. Dakar, G.M. and Khakimov, P.A., Zh. Fiz. Khim., 1994, vol. 68, no. 6, p. 996.
43. Murthy, S.S.N., J. Phys. Chem. A, 1999, vol. 103, no. 40, p. 7927.
44. Sakurai, M., J. Solution Chem., 1988, vol. 17, p. 267.
45. Grunwald, E. and Steel, C., J. Am. Chem. Soc., 1995, vol. 117, p. 5687.
46. Aberlin, M.E. and Bunton, C.A., J. Org. Chem., 1970, vol. 35, no. 6, p. 1825.
47. Gnedin, B.G. and Ivanov, S.N., Zh. Org. Khim., 1977, vol. 13, no. 3, p. 595; Gnedin, B.G. and Ivanov, S.N., Zh. Org. Khim., 1978, vol. 14, no. 4, p. 772.
48. Gnedin, B.G. and Ivanov, S.N., Zh. Org. Khim., 1977, vol. 13, no. 3, p. 595; Gnedin, B.G. and Ivanov, S.N., Zh. Org. Khim., 1978, vol. 14, no. 4, p. 772.