3-(2-Pyridyl)-[1,2,3]triazolo[1,5-a]pyridines. An experimental and theoretical (DFT) study of the ring-chain isomerization

Organic and Biomolecular Chemistry

Volumn 3, Issue 21, 2005, Pages 3905-3910

  Abarca, Belén ^a   Alkorta, Ibon ^b   Ballesteros, Rafael ^a   Blanco, Fernando ^a   Chadlaoui, Mimoun ^a   Elguero, José ^b   Mojarrad, Fatemeh ^a  

^a UNIVERSITY OF VALENCIA   (Spain)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

3-(2-PYRIDYL)-[1,2,3]TRIAZOLO[1,5-A]PYRIDINES; A-B RATIO;

DERIVATIVES; ELECTRONIC PROPERTIES; ISOMERIZATION;

AROMATIC HYDROCARBONS;

PYRIDINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; ELECTRON; ISOMERISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ELECTRONS; ISOMERISM; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PYRIDINES;

EID: 27844536849     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b510535h     Document Type: Article

References (17)

1. Previous part in the series: B. Abarca, R. Ballesteros and M. Chadlaoui, Tetrahedron, 2004, 60, 5785-5792.
2. C. Piguet, G. Bernardinelli and G. Hopfgartner, Chem. Rev., 1997, 97, 2005-2062.
3. B. Abarca, R. Ballesteros and M. Elmasnaouy, Tetrahedron, 1998, 54, 15287-15292.
4. B. Abarca, R. Ballesteros and M. Chadlaoui, ARKIVOC, 2002, (x), 52-60.
5. J. H. Boyer, R. Borgers and L. T. Wolford, J. Am. Chem. Soc., 1957, 79, 678-680.
6. B. Abarca, R. Ballesteros and M. Elmasnaouy, Tetrahedron, 1999, 55, 12881-12884.
7. B. Abarca, R. Ballesteros, F. Blanco, A. Bouillon, V. Collot, J. R. Domínguez, J. Ch. Lancelot and S. Rault, Tetrahedron, 2004, 60, 4887-4893.
8. B. Abarca, R. Ballesteros and M. Mojarrad, J. Chem. Soc., Perkin Trans. 1, 1987, 1865-1868.
9. G. Jones, M. A. Pitman, E. Lunt, D. J. Lythgoe, B. Abarca, R. Ballesteros and M. Elmasnaouy, Tetrahedron, 1997, 53, 8257-8268.
10. B. Eistert and E. Endres, Justus Liebigs Ann. Chem., 1970, 734, 56-59.
11. D. D. Perrin and L. F. Armarego, Purification of Laboratory Chemicals, 3rd edn, Pergamon Press, New York, 1988.
12. R. Calero, A. Vega, A. M. García, E. Spodine and J. Manzur, J. Chil. Chem. Soc., 2003, 48, 85-88.
13. R. G. Parr and W. Yang, Density-Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1989.
14. L. J. Bartolotti and K. Fluchick, Reviews in Computational Chemistry, ed. K. B. Lipkowitz and D. B. Boyd, VCH Publishers, New York, 1996, vol. 7, pp. 187-216.
15. P. A. Hariharan and J. A. Pople, Theor. Chim. Acta, 1973, 28, 213-222.
16. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez and J. A. Pople, Gaussian 03, Gaussian, Inc., Pittsburgh PA, 2003.
17. J. W. McIver and A. K. Komornicki, J. Am. Chem. Soc., 1972, 94, 2625-2633.