Correlation between alkyl cation affinities and proton affinities - A means to rationalise alkyl group substituent effects

European Journal of Mass Spectrometry

Volumn 6, Issue 2, 2000, Pages 131-134

  Uggerud, Einar ^a  

^a UNIVERSITY OF OSLO   (Norway)

Author keywords

Inductive effect; Lewis acid; Physical organic chemistry; Substituent constant

Indexed keywords

EID: 0034563728     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.324     Document Type: Article

References (22)

1. A. Maccoll and P.J. Thomas, Nature 176, 392 (1955).
2. W.P. Jenks, Chem. Rev. 85, 511 (1985).
3. L.S. Levitt and H.F. Widing, Progr. Phys. Org. Chem. 12, 119 (1976).
4. R.W. Taft, J. Am. Chem. Soc. 75, 4231 (1953).
5. R.W. Taft, in Steric Effects in Organic Chemistry, Ed by R.W. Taft. John Wiley & Sons, New York, USA (1956).
6. G.N. Lewis, J. Am. Chem. Soc. 38, 762 (1916).
7. G.N. Lewis, Valence and the Structure of Atoms and Molecules. The Chemical Catalog Co., New York, USA (1923).
8. T.B. McMahon and P. Kebarle, Can. J. Chem. 63, 3160 (1985).
9. J. Brauman and C.-C. Han, J. Am. Chem. Soc. 110, 5611 (1988).
10. T.B. McMahon, T. Heinis, G. Nicol, J.K. Hovey and P. Kebarle, J. Am. Chem. Soc. 110, 7591 (1988).
11. C.A. Deakyne and M. Meot-Ner, J. Phys. Chem. 94, 232 (1990).
12. M.N. Glukhovtsec, J.E. Szulejko, T.B. McMahon, J.W. Gauld, A.P. Scott, B.J. Smith, A. Pross and L. Radom, J. Phys. Chem. 98, 13099 (1994).
13. S.G. Lias, J.E. Bartmess, J.F. Liebman, J.L. Holmes, R.D. Levin and W.G. Mallard, J. Phys. Chem. Ref. Data 17, 1 (1988).
14. S.G. Lias, H.M. Rosenstock, K. Deard, B.W. Steiner, J.T. Herron, J.L. Holmes, R.D. Levin, J.F. Liebman, S.A. Kafafi, J.E. Bartmess and E.F. Hunter (Eds), NIST-webbook (http://webbook.nist.goc/chemistry) (1997).
15. J.I. Brauman, J.R. Eyler, L.K. Blair, M.J. White, M.B. Comisarov and K.C. Smyth, J. Am. Chem. Soc. 93, 6360 (1971).
16. S.W. Benson, Thermochemical Kinetics, 2nd Edn. John Wiley & Sons, New York, USA (1976).
17. J.L. Liebman, in Macroincrementation Reactions: A Holistic Estimation Approach for the Properties of Organic Compounds, Volume 3, Ed by J.L. Liebman. VCH, New York, USA (1986).
18. J.L. Holmes, M. Fingas and F.P. Lossing, Can. J. Chem. 59, 80 (1981).
19. J.I. Brauman and L.K. Blair, J. Am. Chem. Soc. 90, 6561 (1968).
20. J.I. Brauman and L.K. Blair, J. Am. Chem. Soc. 92, 5986 (1970).
21. D.H. Aue, H.M. Webb and M.T. Bowers, J. Am. Chem. Soc. 94, 4726 (1976).
22. I. Koppel, U. Mölder and R. Pikver, Organic Reactivity (Engl. Edn) 20, 457 (1980).