Proton Transfer Reactions of Anions
Proton transfer reactions are, obviously, among the most important in all of chemistry, and they play a key role in the chemistry of gas phase anions. Their primary importance is in their use in the formation of anions when a strong base, e.g. HO−, reacts with an acid. Endothermic proton transfers are also extremely important in gas phase anion chemistry, especially that of carbanions, for these can lead to hydrogen-deuterium exchange reactions and these reactions can, in turn, give vital information about ion structure and reaction mechanism. Simple and complex H/D exchange is discussed in terms of mechanism and energetics, and examples are given of its use in deducing ion structure.
KeywordsProton Transfer Reaction Hydrogen Exchange Proton Abstraction Hide Exchange Flowing Afterglow
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- 1.C. H. DePuy and V. M. Bierbaum, Accts.Chem.Res. 14 146 (1981).Google Scholar
- 2.J. H. Stewart, R. H. Shapiro, C. H. DePuy and V. M. Bierbaum, J.Am.Chem.Soc. 99 7650 (1977).Google Scholar
- 3.J. E. Bartmess and R. T. Mclver, Jr., in Gas Phase Ion Chemistry, M. T. Bowers, ed.; Academic Press: New York, 1979; Vol. 2, Chapter 11.Google Scholar
- 4.C. H. DePuy, V. M. Bierbaum, G. K. King and R. H. Shapiro, J.Am.Chem.Soc. 100 2921 (1978).Google Scholar
- 5.R. R. Squires, C. H. DePuy and V. M. Bierbaum, J.Am.Chem.Soc. 103 4256 (1981).Google Scholar
- 6.A. H. Andrist, C. H. DePuy, and R. R. Squires, J.Am.Chem.Soc., 106 845 (1984).Google Scholar
- 7.J. J. Grabowski, C. H. DePuy, and V. M. Bierbaum, J.Am.Chem.Soc., 105, 2565 (1983).Google Scholar
- 8.R. R. Squires, V. M. Bierbaum, J. J. Grabowski and C.H. DePuy, J.Am.Chem.Soc. 105 5185 (1983).Google Scholar
- 9.J. J. Grabowski, C. H. DePuy, J. M. Van Doren and V. M. Bierbaum, J.Am.Chem.Soc., 107 7384 (1985).Google Scholar
- 10.S. R. Kass, G. P. Bean and C. H. DePuy, in preparation.Google Scholar