Aromaticity of substituted fulvene derivatives: Substituent-dependent ring currents

Physical Chemistry Chemical Physics

Volumn 12, Issue 36, 2010, Pages 10740-10745

  Krygowski, Tadeusz M ^a   Oziminski, Wojciech P ^b,c   Palusiak, Marcin ^d   Fowler, Patrick W ^e   McKenzie, Andrew D ^e  

^a UNIVERSITY OF WARSAW   (Poland)

^b NATIONAL MEDICINES INSTITUTE   (Poland)

^c INSTITUTE OF NUCLEAR CHEMISTRY AND TECHNOLOGY   (Poland)

^d UNIVERSITY OF LODZ   (Poland)

^e UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTANE DERIVATIVE; FULVENE; NITRILE;

ARTICLE; CHEMISTRY; ELECTRON; QUANTUM THEORY;

CYCLOPENTANES; ELECTRONS; NITRILES; QUANTUM THEORY;

EID: 77956306587     PISSN: 14639076     EISSN: None     Source Type: Journal    
DOI: 10.1039/c003686b     Document Type: Article

References (32)

1. A. Streitwieser Jr, in Molecular Orbital Theory for Organic Chemists, J. Wiley & Sons, New York, 1961, p. 241 ff
2. A. L. H. Chung, M. J. S. Dewar J. Chem. Phys., 1965, 42, 756.
3. L. Schaad, B. A. Hess Jr J. Am. Chem. Soc., 1972, 94, 3068.
4. M. K. Cyrański Chem. Rev., 2005, 105, 3773. Isodesmic reaction #11 in Table 13, p. 3793
5. D. Lloyd, in The Chemistry of Conjugated Compounds: To Be or Not To Be Like Benzene, J. Wiley, Chichester, 1990, p. 91 ff
6. M. B. Smith, and J. March, in March’s Advanced Organic Chemistry: Reactions, Mechanisms and Structure, J. Wiley, New York, p. 693
7. R. Taylor, in Electrophilic Aromatic Substitution, J. Wiley, New York, 1990
8. A. R. Campanelli, A. Domenicano, F. Ramondo J. Phys. Chem. A, 2003, 107, 6429.
9. A. R. Campanelli, A. Domenicano, F. Ramondo, I. Hargittai J. Phys. Chem. A, 2004, 108, 4940.
10. T. M. Krygowski, B. T. Stępień Pol. J. Chem., 2004, 68, 2213.
11. C. Hansch, A. Leo, R. W. Taft Chem. Rev., 1991, 91, 165.
12. B. T. Stepień, M. K. Cyrański, T. M. Krygowski Chem. Phys. Lett., 2001, 350, 537.
13. B. T. Stepień, T. M. Krygowski, M. K. Cyrański J. Org. Chem., 2002, 67, 5987.
14. A. Datta, S. K. Pati Chem. Phys. Lett., 2006, 433, 67.
15. S. Saebø, S. Stroble, W. Collier, R. Ethridge, Z. Wilson, M. Tahai, C. U. Pittman, Jr. J. Org. Chem., 1999, 64, 1311.
16. W. Collier, S. Saebø, C. U. Pittman, Jr. THEOCHEM, 2001, 549, 1.
17. W. P. Oziminski, J. C. Dobrowolski J. Phys. Org. Chem., 2009, 22, 769.
18. M. J. Frisch, et al., GAUSSIAN 03, Revision E.01, Gaussian Inc., Wallingford, CT, 2004
19. A. E. Reed, L. A. Curtiss, F. Weinhold Chem. Rev., 1988, 88, 899.
20. P. Lazzeretti, and R. Zanasi, SYSMO package, University of Modena, 1980
21. additional routines by E. Steiner, P. W. Fowler, R. W. A. Havenith, and A. Soncini
22. T. A. Keith, R. F. W. Bader Chem. Phys. Lett., 1993, 210, 223.
23. S. Coriani, P. Lazzeretti, M. Malagoli, R. Zanasi Theor. Chim. Acta, 1994, 89, 181.
24. E. Steiner, P. W. Fowler J. Phys. Chem., 2001, 105, 9553.
25. E. Steiner, P. W. Fowler Chem. Commun., 2001, 2220.
26. E. Steiner, P. W. Fowler Phys. Chem. Chem. Phys., 2004, 6, 261.
27. J. Pipek, P. G. Mezey J. Chem. Phys., 1989, 90, 4916.
28. E. Steiner, P. W. Fowler, R. W. A. Havenith J. Phys. Chem. A, 2002, 106, 7048.
29. R. W. A. Havenith, P. W. Fowler, E. Steiner J. Chem. Soc., Perkin Trans. 2, 2002, 502.
30. J. Kruszewski, T. M. Krygowski Tetrahedron Lett., 1972, 13, 3839.
31. T. M. Krygowski J. Inf. Comput. Sci., 1993, 33, 70.
32. F. Feixas, E. Matito, J. Poater, M. Sola J. Comput. Chem., 2008, 29, 1543.