A computational study of neutral and charged pyrroles. Functionalization of 1-phenylpyrrole and 2,5-dimethyl-1-phenylpyrrole with electron donating methylsulfanyl groups

Journal of Physical Chemistry A

Volumn 105, Issue 21, 2001, Pages 5266-5271

  Alemán, Carlos ^a   Domingo, Victor M ^b   Juliá, Luis ^b  

^a UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

^b DEPARTMENT OF ENVIRONMENTAL CHEMISTRY   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; MOLECULAR DYNAMICS; MOLECULAR STRUCTURE; OPTIMIZATION; PARAMAGNETIC RESONANCE; POSITIVE IONS;

PYRROLES;

AROMATIC COMPOUNDS;

EID: 0035979140     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp004265b     Document Type: Article

References (19)

1. Veciana, J.; Vidai, J.; Jullian, N. Mol. Cryst. Liq. Cryst. 1989, 176, 443;
2. Kahn, O.; Pei, Y.; Jormaux, Y. Mol. Cryst. Liq. Cryst. 1989, 176, 429;
3. Baugmgarten, M.; Müller, U.; Bohnen, A.; Müllen, K. Angew. Chem. 1992, 104, 1653;
4. Angew. Chem., Int. Ed. Engl. 1992, 31, 448;
5. Müllen, U.; Baumgarten, M. J. Am. Chem. Soc. 1995, 117, 5840.
6. Okada, K.; Imakura, T.; Oda, M.; Murai, H. J. Am. Chem. Soc. 1996, 118, 3047;
7. Okada, K.; Imakura, T.; Oda, M.; Kajiwara, M.; Kamachi, M.; Yamaguchi, M. J. Am. Chem. Soc. 1997, 119, 5740.
8. Domingo, V. M., Burdons, X.; Brillas, E.; Carilla, J.; Rius, J.; Torrelles, X.; Julia, L. J. Org. Chem. 2000, 65, 6847.
9. Domingo, V. M.; Brillas, E.; Alemán, C.; Juliá, L. J. Chem. Soc., Perkin Trans. 2 2000, 905.
10. (a) Alemán, C.; Domingo, V. M.; Julia, L.; Karpfen, A. J. Org. Chem. 1998, 63, 1041;
11. (b) Alemán, C.; Juliá, L. J. Phys. Chem. 1996, 100, 1524;
12. (c) Viruela, P. M.; Viruela, R.; Orti, E.; Brédas, J.-L. J. Am. Chem. Soc. 1997, 119, 13600;
13. (d) Bongini, A.; Bottoni, A. J. Phys. Chem. A 1999, 103, 6800;
14. (e) Karpfen, A.; Choi, C. H.; Kertsez, M. J. Phys. Chem. 1997, 101, 7426;
15. (f) Alemán, C.; Julia, L. J. Phys. Chem. 1996, 100, 14661.
16. Hariharam, P. C.; Pople, J. A. Theor. Chim. Acta 1973, 28, 203.
17. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, 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.; Baboul, A. G.; 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.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.7, Gaussian, Inc., Pittsburgh, PA, 1998.
18. Hernández, V.; López-Navarrete, J. T. J. Chem. Phys. 1994, 101, 1369.
19. Barbarella, G.; Zambianchi, M.; Di Toro, R.; Colonna, M.; Antolini, L.; Bongini. A. Adv. Mater. 1996, 8, 327.