Comparison of Brönsted acidities of neutral NH-acids in gas phase, dimethyl sulfoxide and water

International Journal of Mass Spectrometry and Ion Processes

Volumn 175, Issue 1-2, 1998, Pages 61-69

  Koppel, Ilmar ^a   Koppel, Juta ^a   Maria, Pierre Charles ^b   Gal, Jean Francois ^b   Notario, Rafael ^c   Vlasov, Vladislav M ^d   Taft, Robert W ^e  

^a UNIVERSITY OF TARTU   (Estonia)

^b UNIVERSITÉ CÔTE D'AZUR   (France)

^c INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

^d N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^e UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Acidities in DMSO; FTICR; Gas phase activities; NH acids; Solvent effects

Indexed keywords

EID: 0001918693     PISSN: 01681176     EISSN: None     Source Type: Journal    
DOI: 10.1016/s0168-1176(98)00113-x     Document Type: Review

References (31)

1. R.W. Taft, F.G. Bordwell, Acc. Chem. Res. 21 (1988) 463.
2. (a) R.W. Taft, Prog. Phys. Org. Chem. 14 (1983) 247;
3. (b) R.W. Taft, R.D. Topsom, Prog. Phys. Org. Chem. 16 (1987) 1.
4. E.S. Petrov, Russian Chem. Rev. 52 (1983) 1974.
5. (a) V.M. Vlasov, I.A. Oskina, Org. React. 26 (1989) 19.
6. (b) V.M. Vlasov, I.A. Oskina, Metalloorganitscheskaya Khimia 3 (1990) 1176.
7. I.A. Koppel, J. Koppel, I. Leito, V. Pihl, L. Grehn, U. Ragnarsson, J. Chem. Res. (S) (1994) 212.
8. (a) S.G. Lias, J.E. Bartmess, J.F. Liebman, J. L. Holmes, R.D. Levin, G.W. Mallard, J. Phys. Chem. Ref. Data 17 (1988) Suppl.1;
9. (b) E.P. Hunter, S.G. Lias, W.G. Mallard, P.J. Linstrom, Proton affinity evaluation, NIST Standard Reference Database Number 69, National Institute of Standards and Technology, Gaithersburg, MD, February 1997.
10. V.A. Palm (Ed.), Tables of Rate and Equilibrium Constants of Heterolytic Organic Reactions, Vols. 1 and 2, VINITI, Moscow, 1975-1976.
11. F.G. Bordwell, Acc. Chem. Res. 21 (1988) 456.
12. I.A. Koppel, R.W. Taft, F. Anvia, S.-Z. Zhu, L.-Q. Hu, K.-S. Sung, D.D. Des Marteau, L.M. Yagupolskii, Y.L. Yagupolskii, N.V. Ignat'ev, N.V. Kondratenko, A. Yu. Volkonskii, V.M. Vlasov, R. Notario, P.-C. Maria, J. Am Chem. Soc. 116 (1994) 3047.
13. M. Fujio, R.T. McIver Jr, , R.W. Taft, J. Am. Chem. Soc. 103 (1981) 4017.
14. F.G. Bordwell, D. Algrim, J. Am. Chem. Soc. 110 (1988) 2964.
15. R. Cox, R. Stewart, J. Am. Chem. Soc. 98 (1976) 488.
16. V.M. Vlasov, M.I. Terekhova, E.S. Petrov, A.I. Shatenshtein, G.G. Yakobson, Zh. Org. Khim. 17 (1981) 2025.
17. V.M. Vlasov, M.I. Terekhova, E.S. Petrov, A.I. Shatenshtein, G.G. Yakobson, Zh. Org. Khim. 18 (1982) 1672.
18. I.A. Koppel, R.W. Taft, F. Anvia, N.V. Kondratenko, L.M. Yagupolskii, Zh. Org. Khim. 28 (1992) 1764.
19. This work and unpublished data of V.M. Vlasov, M.I. Terekhova and E.S. Petrov.
20. M. Decouzon, J.-F. Gal, P.-C. Maria, J. Org. Chem. 55 (1990) 3980.
21. M. Decouzon, O. Exner, J.-F. Gal, P.-C. Maria, K. Waisser, J. Phys. Org. Chem. 4 (1994) 511.
22. M. Attina, F. Cacace, E. Ciliberto, G. de Petris, F. Grandinetti, F. Pepi, A. Ricci, J. Am. Chem. Soc. 115 (1993) 12398.
23. F.G. Bordwell, G.E. Drucker, H.E. Fried, J. Org. Chem. 46 (1981) 632.
24. R.P. Bell, The Proton in Chemistry, Chapman and Hall, London, 1973.
25. I.A. Koppel, V.O. Pihl, J. Koppel, F. Anvia, R.W. Taft, J. Am. Chem. Soc. 116 (1994) 8654.
26. I.A. Koppel, J.B. Koppel, F. Degerbeck, L. Grehn, U. Ragnarsson, J. Org. Chem. 56 (1991) 7172.
27. I.A. Oskina, V.M. Vlasov, Izv. Sib. Otd. Akad. Nauk SSSR SerKhim. Nauk (1984) 102.
28. L.Z. Gandelsman, L.I. Trushanina, Ukr. Khim. Zn. 56 (1990) 118.
29. V.N. Boiko, G.M. Schupak, N.V. Ignat'ev, L.M. Yagupolskii, Zh. Org. Khim. 15 (1979) 1246.
30. J.N. Meussdorfer, H. Niederprum, Chem. Ztg. 96 (1972) 582.
31. L.Z. Gandelsman, M.I. Ironkina, V.R. Nasaretjan, Yu.L. Yagupolskii, Zh. Org. Khim. 8 (1972) 1659.