Addition vs abstraction reactions of the methyl radical with nitrones, alkenes, aldehydes, and imines

Journal of Physical Chemistry A

Volumn 105, Issue 29, 2001, Pages 7096-7105

  Boyd, Susan L ^a   Boyd, Russell J ^b  

^a MOUNT SAINT VINCENT UNIVERSITY   (Canada)

^b DALHOUSIE UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; ADDITION REACTIONS; ALDEHYDES; BOND STRENGTH (CHEMICAL); ELECTRONIC STRUCTURE; OLEFINS; THERMODYNAMICS;

ZERO-POINT ENERGIES (ZPE);

HYDROCARBONS;

EID: 0035954497     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp0108115     Document Type: Article

References (24)

1. Boyd, S. L.; Boyd, R. J. J. Phys. Chem. 1994, 98, 11705.
2. Janzen, E. G.; Nutter, D. E. Mag. Res. Chem. 1997, 35, 131.
3. Janzen, E. G. Personal communication
4. Pryor, W. A. Free Radicals; McGraw-Hill: New York, 1966.
5. Chalfont, G. R.; Perkins, M. J. J. Am. Chem. Soc. 1968, 90, 7141.
6. Curtiss, L. A ; Raghavachari, K.; Trucks, G. W.; Pople, J. A. J. Chem. Phys. 1991, 94, 7221.
7. Curtiss, L. A.; Raghavachari, K.; Pople, J. A. J. Chem. Phys. 1993, 98, 1293.
8. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, I. R.; Zakrzewski, V. G.; Montgomery, I. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O ; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, revision A.4; Gaussian, Inc.: Pittsburgh. PA, 1998.
9. Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502.
10. Foresman, J. B.; Frisch, Æ. Exploring Chemistry with Electronic Structure Methods, 2nd ed.; Gaussian, Inc.: Pittsburgh, PA, 1996.
11. Boyd, S. L.; Boyd, R. J.; Bessonette, P. W.; Kerdraon, D. I ; Aucoin, N. T. J. Am. Chem. Soc. 1995, 117, 8816.
12. Hehre, W. J.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. Ab Initio Molecular Orbital Theory, Wiley: New York, 1986.
13. Mayer, P. M ; Parkinson, C. J.; Smith, D. M ; Radom, L. J. Chem. Phys. 1998, 108, 604.
14. For references, see ref 1.
15. Janzen, E. G.; Haire, D. L. Two Decades of Spin Trapping. In Advances in Free Radical Chemistry; Tanner, D., Ed.; JAI Press: Greenwich, CT, 1990, Vol. 1, p 253.
16. Finlayson-Pitts, B. J.; Pitts, J. N., Jr. Atmospheric Chemistry: Fundamentals and Experimental Techniques; Wiley: New York, 1986; p 423.
17. Mozurkewich, M.; Benson, S. W. J. Phys. Chem. 1984, 88, 6429.
18. Halliwell, B.; Gutteridge, J. M. C. Free Radicals in Biology and Medicine, 2nd ed ; Oxford University Press: New York, 1989; p 51.
19. Wong, M. W.; Radom, L. J. Phys. Chem A 1998, 102, 2237.
20. Leffler, J. E. Science 1953, 117, 340.
21. Hammond, G. S. J. Am. Chem. Soc. 1955, 77, 334.
22. Gonzalez, C.; Sosa, C.; Schlegel, H. B. J. Phys. Chem. 1989, 93, 2435.
23. Wong, M. W.; Radom, R. J. Phys. Chem. A. 1998, 102, 2237.
24. Howard, J. A. Adv. Free Radical Chem. 1971, 4, 49.