The structure of dihydropyrroloindoles: A quantum-chemical estimation of conjugation in cyclohexadiene systems

Journal of Structural Chemistry

Volumn 47, Issue 4, 2006, Pages 616-621

  Vashchenko, A V ^a   Vasil'tsov, A M ^a   Shmidt, E Yu ^a   Mikhaleva, A I ^a   Trofimov, B A ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

conjugated compound; 6 tetrahydropyrrolo e indole; Ab initio calculation; Cyclohexadiene systems; Hybridization

Indexed keywords

EID: 33846135438     PISSN: 00224766     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10947-006-0347-z     Document Type: Article

References (24)

1. F. Lucchesini, Tetrahedron, 48, 9951-9966 (1992).
2. J. Roncali, Chem. Rev., 92, 711-732 (1992).
3. A. R. Katritzky, J. Li, and M. F. Gordeev, Synthesis, 93-96 (1994).
4. T. E. O. Screen, K. B. Lawton, G. S. Wilson, et al., J. Mater. Chem., 11, 312-320 (2001).
5. A. O. Patil, A. J. Heeger, and F. Wudl, Chem. Rev., 88, 183-200 (1988).
6. J. Eldo, E. Arunkumar, and A. Ajayaghosh, Tetrahedron Lett., 41, 6241-6244 (2000).
7. M. Omastova, M. Trchova, J. Kovarova, and J. Stejskal, Synth. Met., 138, 447-455 (2003).
8. D. Aldakov and P. Jr. Anzenbacher, Chem. Commun., 1394/1395 (2003).
9. J. Sołoducho, J. Doskocz, J. Cabaj, and S. Roszak, Tetrahedron., 59, 4761-4766 (2003).
10. H. Z. Chen, Y. D. Jin, R. S. Xu, et al., Synth. Met., 139, 529-534 (2003).
11. J. J. Klappa, S. A. Geers, S. J. Smidtke, et al., Dalton Trans., 883-891 (2004).
12. B. A. Trofimov, A. B. Zaitsev, E. Yu. Schmidt, et al., Tetrahedron Lett., 45, 3789-3791 (2004).
13. B. A. Trofimov and A. I. Mikhaleva, N-Vynilpyrroles, Nauka, Novosibirsk (1984).
14. B. A. Trofimov, in: The Chemistry of Heterocyclic Compounds, Part 2, Vol. 48; Pyrroles, R. A. Jones (ed.) Wiley, New York (1992), pp. 131-298.
15. Two-Step Synthesis of Pyrroles from Ketones and Acetylenes Through the Trofimov reaction, A. I. Mikhaleva and E. Yu. Schmidt, Selected Methods for Synthesis and Modification of Heterocycles, V. G. Kartsev (ed.), 1, 334-352, IBS Press, Moscow (2002).
16. A. B. Zaitsev, A. M. Vasil'tsov, E. Yu. Shmidt, et al., Zh. Org. Khim., 39, No. 10, 1479-1483 (2003).
17. H. Z. Chen, Y. D. Jin, R. S. Xu, et al., Synth. Met., 139, 529-534 (2003).
18. M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian 03, Revision B. 03, Gaussian, Pittsburgh PA (2003).
19. F. H. Herbstein, M. Kapon, and G. M. Reisner, Acta Crystallogr., Sect. B: Struct. Sci., 42, 181 (1986);
20. J. P. Reboul, Y. Oddon, C. Caranoni, et al., Acta Crystallogr., Sect. C: Cryst. Struct. Commun., 43, 537 (1987).
21. K. Moris and J. Laane, J. Mol. Struct., 413/414, 1313-1320 (1997);
22. M. Takanashi, R. Ogino, and Y. Udagawa, Chem. Phys. Lett., 288, 714-718 (1998).
23. A. Dreiding, Angew. Chem., 76, 501/502 (1964).
24. V. A. Pal'm, An Introduction to Theoretical Organic Chemistry [in Russian], Vysshaya Shkola, Moscow (1974).