Cation-π interactions in the gas phase methylation of α,ωdiphenylalkanes

Journal of Physical Chemistry A

Volumn 107, Issue 23, 2003, Pages 4619-4624

  Chiavarino, Barbara ^a   Crestoni, Maria E ^a   Fornarini, Simonetta ^a   Kuck, Dietmar ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b BIELEFELD UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; RATE CONSTANTS; SUBSTRATES; TOLUENE;

METHYLATION;

PARAFFINS;

EID: 0038005538     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp0271920     Document Type: Article

References (42)

1. (a) Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303.
2. (b) Dougherty, D. A. Science 1996, 271, 163.
3. (c) Gallivan, J. P.; Dougherty, D. A. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 9459.
4. Cubero, E.; Luque, F. J.; Orozco, M. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 5976.
5. Choi, H. S.; Suh, S. B.; Cho, S. J.; Kim, K. S. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 12094.
6. Caldwell, J. W.; Kollman, P. A. J. Am. Chem. Soc. 1995, 117, 4177.
7. Cabarcos, O. M.; Weinheimer, C. J.; Lisy, J. M. J. Chem. Phys. 1999, 110, 8429.
8. Meot-Ner (Mautner), M.; Deakyne, C. A. J. Am. Chem. Soc. 1985, 107, 469.
9. Sunner, J.; Nishizawa, K.; Kebarle, P. J. Chem. Phys. 1981, 85, 1814.
10. Gapeev, A.; Dunbar, R. C. J. Am. Chem. Soc. 2001, 123, 8360.
11. Holman, R. W.; Gross, M. L. J. Am. Chem. Soc. 1989, 111, 3560.
12. (a) Audier, H. E.; Monteiro, C.; Mourgues, P.; Berthomleu, D. Org. Mass Spectrom. 1990, 25, 245.
13. (b) Berthomieu, D.; Brenner, V.; Ohanessian, G.; Denhez, J. P.; Millié, P.; Audier, H. E. J. Phys. Chem. 1995, 99, 712.
14. Kuck, D.; Matthias, C. J. Am. Chem. Soc. 1992, 114, 1901.
15. Heidrich, D. Angew. Chem., Int. Ed. 2002, 41, 3208.
16. Gal, J. F.; Maria, P. C.; Decouzon, M.; Mó, O.; Yáñez, M. Int. J. Mass Spectrom. 2002, 219, 445.
17. Kuck, D. Mass Spectrom. Rev. 1990, 9, 583 and references cited therein.
18. Fornarini, S.; Crestoni, M. E. Acc. Chem. Res. 1998, 31, 827 and references cited therein.
19. Matthias, C.; Anlauf, S.; Weniger, K.; Kuck, D. Int. J. Mass Spectrom. 2000, 199, 155.
20. Cacace, F. Acc. Chem. Res. 1988, 21, 215.
21. Crestoni, M. E.; Fornarini, S.; Kuck, D. J. Phys. Chem. 1995, 99, 3144.
22. Kuck, D. Int. J. Mass Spectrom. 2002, 213, 101.
23. (a) Mathews, P. J.; Stone, J. A. Can. J. Chem. 1988, 66, 1239.
24. (b) Stone, J. A.; Splinter, W. M.; Splinter, D. E. Can. J. Chem. 1984, 62, 1373.
25. (c) Stone, J. A.; Lin, M. S.; Varah, J. Can. J. Chem. 1981, 59, 2412.
26. Speranza, M.; Laguzzi, G. J. Am. Chem. Soc. 1988, 110, 30.
27. Sen Sharma, D. K.; Kebarle, P. J. Am. Chem. Soc. 1982, 104, 19.
28. (a) Kuck, D.; Grützmacher, H.-F. Naturforsch. Teil B 1979, 34, 1750.
29. (b) Kuck, D.; Grützmacher, H.-F. Org. Mass Spectrom. 1979, 14, 86.
30. Su, T.; Chesnavich, J. J. Chem. Phys. 1982, 76, 5183.
31. Hunter, E. P.; Lias, S. G. Proton Affinity Evaluation. In NIST Chemistry WebBook, NIST Standard Reference Database Number 69; Linstrom, P. J., Mallard, W. G., Eds.; National Institute of Standards and Technology: Gaithersburg MD, July 2001; http://webbook.nist.gov.
32. Hunter, E. P.; Lias, S. G. Proton Affinity Evaluation. In NIST Chemistry WebBook, NIST Standard Reference Database Number 69; Linstrom, P. J., Mallard, W. G., Eds.; National Institute of Standards and Technology: Gaithersburg MD, July 2001; http://webbook.nist.gov.
33. Crestoni, M. E.; Fornarini, S.; Kuck, D. J. Phys. Chem. 1995, 99, 3150.
34. Taylor, R. Electrophilic Aromatic Substitution; Wiley: Chichester, U.K., 1990.
35. (a) Dunbar, R. C. Mass Spectrom. Rev. 1992, 11, 309.
36. (b) Dunbar, R. C. In Unimolecular and Bimolecular Ion-Molecule Reaction Dynamics; Ng, C. Y., Baer, T., Powis, I., Eds.; Wiley: Chichester, U.K., 1994; Chapter 5.
37. Crestoni, M. E. J. Phys. Chem. 1993, 97, 6197.
38. Cacace, F.; Crestoni, M. E.; Fornarini, S.; Kuck, D. J. Am. Chem. Soc. 1993, 115, 1024.
39. (a) Glukhovtsev, M. N.; Szulejko, J. E.; McMahon, T. B.; Gauld, J. W.; Scott, A. P.; Smith, B. J.; Pross, A.; Radom, L. J. Phys. Chem. 1994, 98, 13099.
40. (b) McMahon, T. B.; Heinis, T.; Nicol, G.; Hovey, J. K.; Kebarle, P. J. Am. Chem. Soc. 1988, 110, 7591.
41. Miklis, P. C.; Ditchfield, R.; Spencer, T. A. J. Am. Chem. Soc. 1998, 120, 10482.
42. Cacace, F.; Crestoni, M. E.; Fornarini, S. J. Am. Chem. Soc. 1992, 114, 6776.