Electronic contributions to the σp parameter of the Hammett equation

Journal of Organic Chemistry

Volumn 68, Issue 15, 2003, Pages 6060-6062

  Domingo, Luis R ^a   Pérez, Patricia ^b   Contreras, Renato ^c  

^a UNIVERSITY OF VALENCIA   (Spain)

^b UNIVERSIDAD ANDRÉS BELLO   (Chile)

^c UNIVERSITY OF CHILE   (Chile)

Author keywords

[No Author keywords available]

Indexed keywords

STATISTICAL METHODS; SUBSTITUTION REACTIONS;

ELECTROPHILICITY;

ORGANIC COMPOUNDS;

FUNCTIONAL GROUP; ORGANIC COMPOUND;

ARTICLE; COMPARATIVE STUDY; ELECTRON; STATISTICAL ANALYSIS; STATISTICAL PARAMETERS;

EID: 0038034033     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030072j     Document Type: Article

References (23)

1. Exner, O. In Advances in Linear Free Energy Relationships; Chapman N. B., Shorter, J., Eds; Plenum: London, UK, 1972.
2. (a) Moss, R. A. Acc. Chem. Res. 1989, 22, 15.
3. (b) Mayr, H.; Müller, K.-H.; Rau, D. Angew. Chem., Int. Ed. Engl. 1993, 32, 1630
4. (c) Mayr, H.; Ofial, A. R. Tetrahedron Lett. 1997, 38, 3503.
5. (d) Mayr, H.; Bug, T.; Gotta, M. F.; Hering, N.; Irrgang, B.; Janker, B.; Kempf, B.; Loos, R.; Ofial, A. R.; Remennikov, G.; Schimmel, H. J. Am. Chem. Soc. 2001, 123, 9500.
6. For a review see Jaffé, H. H. Chem. Rev. 1953, 53, 191.
7. (a) Topsom, R. D. Acc. Chem. Res. 1983, 16, 292.
8. (b) Marriot, S.; Topsom, R. D. J. Am. Chem. Soc. 1984, 106, 7.
9. Marriot, S.; Reynolds, W. F.; Taft, R. W.; Topsom, R. D. J. Org. Chem. 1984, 49, 959.
10. Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165.
11. Parr, R. G.; von Szentpaly, L.; Liu, S. J. Am. Chem. Soc. 1999, 121, 1922.
12. Domingo, L. R.; Aurell, M. J.; Pérez, P.; Contreras, R. Tetrahedron 2002, 58, 4417.
13. Pérez, P.; Domingo, L. R.; Aurell, M. J.; Contreras, R. Tetrahedron 2003, 59, 3117.
14. (a) Domingo, L. R.; Arnó, M.; Contreras, R.; Pérez, P. J. Phys. Chem. A 2002, 106, 952.
15. (b) Domingo, L. R.; Aurell, M. J. J. Org. Chem. 2002, 67, 959.
16. (c) Domingo, L. R. Tetrahedron 2002, 58, 3765.
17. (d) Domingo, L. R.; Asensio, A.; Arroyo, P. J. Phys. Org. Chem. 2002, 15, 660.
18. (a) Parr, R. G.; Pearson, R. G. J. Am. Chem. Soc. 1983, 105, 7512.
19. (b) Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: New York, 1989.
20. Katritzky, A. R.; Pinzelli, R. F.; Sinnott, M. V.; Topsom, R. D. J. Am. Chem. Soc. 1970, 92, 6861.
21. Angelelli, J.-M.; Katritzky, A. R.; Pinzelli, R. F.; Sinnott, M. V.; Topsom, R. D. J. Am. Chem. Soc. 1969, 91, 4013.
22. Sung, K. J. Chem. Soc., Perkin Trans. 2 2002, 1658.
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J., J. A.; 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.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.6; Gaussian, Inc.: Pittsburgh, PA 1998.