Isotope Effects as a Mechanistic Probe of Unimolecular Ion Decompositions. tert-Butoxide Anion

Journal of the American Chemical Society

Volumn 105, Issue 25, 1983, Pages 7464-7465

  Tumas, William ^a   Foster, Robert F ^a   Pellerite, Mark J ^a   Brauman, John I ^a  

^a STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000698033     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00363a055     Document Type: Article

References (38)

1. Bowers, M. T., Ed. “Gas Phase Ion Chemistry”; Wiley: New York, 1979.
2. Beynon, J. H.; Gilbert, J. R. In “Gas Phase Ion Chemistry”; Bowers, M. T., Ed.; Wiley: New York, 1979; Vol. 2, Chapter 13.
3. Arbartzumian R. V.; Letokov, V. S. In “Chemical and Biochemical Applications of Lasers”; Moore, C. B., Ed.; Academic Press: New York, 1977; Vol. III.
4. Danen, W. C.; Jang, J. C. In “Laser-Induced Chemical Processes”; Steinfeld, J. I., Ed.; Plenum Press: New York, 1981.
5. Lehman, T. A.; Bursey, M. M. “Ion Cyclotron Resonance Spectrometry”; Wiley: New York, 1976.
6. There is considerable precedent for ion-molecule complexes as intermediates in unimolecular reactions of gaseous cations. For an excellent detailed review, see: Morton, T. H. Tetrahedron 1982, 38, 3195.
7. Also: Biermann, H. W.; Freeman, W. P.; Morton, T. H. J. Am. Chem. Soc. 1982, 104, 2307.
8. Morton, T. H. J. Am. Chem. Soc. 1980, 102, 1596.
9. Longvialle, P.; Bolter, R. Int. J. Ion Phys. Mass Spectrosc. 1983, 47, 179.
10. Longvialle, P.; Botter, R. Org. Mass Spectrosc. 1983, 18, 1.
11. For experimental details, see: Jasinski, J. M.; Rosenfeld, R. N.; Meyer, F. K.; Brauman, J. I. J. Am. Chem. Soc. 1982, 104, 652.
12. Rosenfeld, R. N.; Jasinski, J. M.; Brauman, J. I. J. Am. Chem. Soc. 1982, 104, 658.
13. Lumonics Model 103-2 TEA pulsed C02 laser.
14. Winkler, C. A.; Hinshelwood, C. Proc. R. Soc. London, Ser. A 1935, 149, 340.
15. Peard, M. G.; Stubbs, F. J.; Hinshelwood, C. Proc. R. Soc. London, Ser. A 1952, A 214, 330.
16. Pritchard, H. O.; Sowden, R. G.; Trotman-Dickenson, A. F. J. Chem. Soc. 1954, 546.
17. Tsang, W. J. Chem. Phys. 1964, 40, 1498.
18. Mead, P. T.; Donchi, K. F.; Traeger, J. C.; Christie, J. R.; Derrick, P. J. J. Am. Chem. Soc. 1980, 102, 3364.
19. Wolkoff, P.; Holmes, J. L. J. Am. Chem. Soc. 1978, 100, 7346.
20. Vestal, M.; Futrell, J. H. J. Chem. Phys. 1970, 52, 1978.
21. Wesdemiotis, C.; Schwarz, H.; Van de Sande, C. C.; van Gaever, F. Z. Naturforsch. B. 1979, 34 B, 495.
22. A detailed analysis and discussion of these isotope effects will be forthcoming.
23. These results are consistent with several reported intramolecular secondary isotope effects in mass spectral studies.13
24. Neeter, R.; Nibbering, N. M. M. Org. Mass, Spectrosc. 1973, 7, 1091.
25. Broer, W. J.; Weringa, W. D. Org. Mass, Spectrosc. 1979, 14, 36.
26. McLafferty, F. W.; McAdoo, D. J.; Smith, J. S.; Kornfeld, R. J. Am. Chem. Soc. 1971, 93, 3720.
27. Mead, P. T.; Donchi, K. F.; Traeger, J. C.; Christie, J. R.; Derrick, P. J. J. Am. Chem. Soc. 1980, 102, 3364.
28. Weston, R. E., Jr. J. Phys. Chem. 1982, 86, 4864.
29. Woodin, R. L.; Bomse, D. S.; Beauchamp, J. L. In “Chemical and Biochemical Applications of Lasers”; Moore, C. B., Ed.; Academic Press: New York, 1979; Vol. 4, p. 355.
30. Bomse, D. S.; Woodin, R. L.; Beauchamp, J. L. In “Advances in Laser Chemistry”; Zewail, A. H., Ed.; Springer-Verlag: New York, 1978; p. 362.
31. Melander, L.; Saunders, W. H. “Reactions of Isotopic Molecules”; Wiley: New York, 1980; Chapter 6.
32. Zavitsas, A. A.; Seltzer, S. J. Am. Chem. Soc. 1964, 86, 3836.
33. Tan, L. Y.; Winer, A. M.; Pimentel, G. C. J. Chem. Phys. 1972, 57, 4028.
34. Snelson, A. J. Chem. Phys. 1970, 74, 537.
35. Robinson, P. J.; Holbrook, K. A. “Unimolecular Reactions”; Academic Press: New York, 1973; Chapter 9.
36. More O'Ferrall, R. A. In “Proton Transfer Reactions”; Caldin, E. F.; Gold, V., Eds.; Chapman and Hall: London, 1975; Chapter 8. Reference 16a, Chapter 5.
37. Moylan, C. R.; Jasinski, J. M.; Brauman, J. I. Chem. Phys. Lett. 1983, 98, 1.
38. Farneth, W. E.; Brauman, J. I. J. Am. Chem. Soc. 1976, 98, 789.