Reactivity and core-ionization energies in conjugated dienes. Carbon 1s photoelectron spectroscopy of 1,3-pentadiene

Journal of Physical Chemistry A

Volumn 109, Issue 23, 2005, Pages 5085-5092

  Thomas, T Darrah ^a   Sæthre, Leif J ^b   Børve, Knut J ^b   Gundersen, Maria ^b   Kukk, Edwin ^c  

^a OREGON STATE UNIVERSITY   (United States)

^b UNIVERSITY OF BERGEN   (Norway)

^c UNIVERSITY OF TURKU   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

CONJUGATED DIENES; CORE-IONIZATION; IONIZATION ENERGY; PROTON AFFINITIES;

ACTIVATION ENERGY; CARBON; IONIZATION; OLEFINS; OPTICAL RESOLVING POWER; PHOTOELECTRON SPECTROSCOPY;

REACTION KINETICS;

EID: 21644476886     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp051196y     Document Type: Article

References (35)

1. Naves de Brito, A.; Svensson, S.; Keane, M. P.; Karlsson, L.; Ågren, H.; Correia, N. Europhys. Lett. 1992, 20, 205-210.
2. Sorensen, S. L.; Osborne, S. J.; Ausmees. A.; Kikas, A.; Correia, N.; Svensson, S.; Naves de Brito, A.; Persson, P.; Lunell, S. J. Chem. Phys. 1996, 105, 10719-10724.
3. Sæthre, L. J.; Sværen, O.; Svensson, S.; Osborne, S.; Thomas, T. D.; Jauhiainen, J.; Aksela, S. Phys. Rev. A 1997, 55, 2748-2756.
4. Sæthre, L. J.; Berrah, N.; Bozek, J.; Børve, K. J.; Carroll, T. X.; Kukk, E.; Gard, G. L.; Winter, R.; Thomas, T. D. J. Am. Chem. Soc. 2001, 123, 10729-10737.
5. Karlsen, T.; Børve, K. J.; Sæthre, L. J.; Wiesner, K.; Bässler, M.; Svensson, S. J. Am. Chem. Soc. 2002, 124, 7866-7873.
6. Myrseth, V.; Børve, K. J.; Wiesener, K.; Bässler, M.; Svensson, S.; Sasthre, L. J. Phys. Chem. Chem. Phys. 2002, 4, 5937-5943.
7. Rennie, E. E.; Hergenhahn, U.; Kugeler, O.; Rüdel, A.; Marburger, S.; Bradshaw, A. M. J. Chem. Phys. 2002, 117, 6524-6532.
8. Giertz, A.; Bässler, M.; Björneholm, O.; Wang, H.; Feifel, R.; Miron, C.; Karlsson, L.; Svensson, S.; Børve, K. J.; Sæthre, K. J. J. Chem. Phys. 2002, 117, 7587-7592.
9. Rennie, E. E.; Powis, I.; Hergenhahn, U.; Kugeler, O.; Marburger, S.; Watson, T. M. J. Phys. Chem. A 2002, 106, 12221-12228.
10. Rennie, E. E.; Powis, I,; Hergenhahn, U.; Kugeler, O.; Garcia, G.; Lischke, T.; Marburger, S. J. Electron Spectrosc. Relat. Phenom. 2002, 125, 197-203.
11. Powis, I.; Rennie, E. E.; Hergenhahn, U.; Kugeler, O.; Bussy-Socrate, R. J. Phys. Chem. A 2003, 107, 25-34.
12. Oltedal, V. M.; Børve, K. J.; Sæthre, L. J.; Thomas, T. D.; Bozek, J. D.; Kukk, E. Phys. Chem. Chem. Phys. 2004, 6, 4254-4259.
13. Minkov, I.; Gel'mukhanov, F.; Friedlein, R.; Osikowicz, W.; Suess, C.; Öhrwall, G.; Sorensen, S. L.; Braun, S.; Murdey, R.; Salaneck, W. R.; Ågren, H. J. Chem. Phys. 2004, 121, 5733-5739.
14. Sæthre, L. J.; Thomas, T. D.; Svensson, S. J. Chem. Soc., Perkin Trans. 2 1997, 749-755.
15. Khristov, K. Kh.; Petrov A. A. Russ. Chem. Rev. 1991, 60, 39-56.
16. Robiette, R.; Marchand-Brynaert, J.; Peeters, D. J. Org. Chem. 2002, 67, 6823-6826.
17. Domingo, L. R.; Aurell, M. J.; Perez, P.; Contreras, R. J. Phys. Chem. A 2002, 106, 6871-6875.
18. Shellhamer, D. F.; Gleason, D. C.; Vaughan, G. G.; Ryan, A. J.; Titterington, P. K.; Heasley, V. L.; Lehman, J. J. J. Fluorine Chem. 2003, 123, 171-176.
19. Heasley, G. E.; McCully, V. M.; Wiegman, R. T.; Heasley, V. L.; Skidgel, R. A. J. Org. Chem. 1976, 41, 644-648.
20. De la Mare, P. B. D.; Bolton, R. Studies in Organic Chemistry, Vol. 9, Electrophilic Additions to Unsaturated Systems, 2nd ed.; Elsevier: New York, 1982.
21. Nordlander, J. E.; Owuor, P. O.; Haky, J. E. J. Am. Chem. Soc. 1979, 101, 1288-1289.
22. Myrseth, V.; Bozek, J. D.; Kukk, E.; Sæthre, L. J.; Thomas, T. D. J. Electron. Spectrosc. Relat. Phenom. 2002, 122, 57-63.
23. SPANCF, http://www.geocities.com/ekukk.
24. Van der Straten, P.; Morgenstern, R.; Niehaus, A. Z. Phys. D 1988, 8, 35-45.
25. Carroll, T. X.; Børve, K. J.; Sæthre, L. J.; Bozek, J. D.; Kukk, E.; Hahne, J. A.; Thomas, T. D. J. Chem. Phys. 2002, 116, 10221-10228.
26. Gaussian 03, Revision A.1, Pople, J. A. Gaussian, Inc., Pittsburgh, PA, 2003. See Supporting Information for full list of authors.
27. Børve, K. J.; Thomas, T. D. J.; Electron. Spectrosc. Relat. Phenom. 2000, 107, 155-161.
28. See Supporting Information for details of the diffuse functions.
29. See Supporting Information for the results of these calculations. In summary, the calculated values are about 2 kcal/mol lower than the experimental values (29 to 42 kcal/mol) and reproduce within a few percent the variation in activation energy with molecular type.
30. http://webbook.nist.gov/chemistry/.
31. See ref 15 given in reference 14.
32. A typical example of such an interaction is the usual description of van der Waals forces in terms of dipole-dipole interactions (V), which reflect the static dipole moments of the molecules, and dipole-induced dipole and induced-dipole-induced dipole interactions (R), which reflect the mutual polarization of the molecules.
33. Benson, S. W.; Bose, A. N. J. Chem. Phys. 1963, 39, 3463-3473.
34. Charton, M. Prog. Phys. Org. Chem. 1987, 16, 287-315.
35. Taft, R. W.; Topsom, R. D. Prog. Phys. Org. Chem. 1987, 16, 1-83.