A joint theoretical and experimental insight into the electronic structure of chromophores derived from 6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine

Helvetica Chimica Acta

Volumn 90, Issue 11, 2007, Pages 2087-2095

  Lemaur, Vincent ^a   Cornil, Jérôme ^a   Didier, Delphine ^b   Mujawase, Aline ^b   Sergeyev, Sergey ^b  

^a UNIVERSITY OF MONS   (Belgium)

^b UNIVERSITÉ LIBRE DE BRUXELLES   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC SYSTEM; QUANTUM CHEMICAL LEVELS;

CHEMICAL REACTIVITY; CHIRALITY; ELECTRONIC STRUCTURE; QUANTUM CHEMISTRY; SUBSTITUTION REACTIONS;

CHROMOPHORES;

6H,12H 5,11 METHANODIBENZO[B,F][1,5]DIAZOCINE; BENZENE DERIVATIVE; HETEROCYCLIC COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; MOLECULAR ELECTRONICS; PRIORITY JOURNAL; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; THEORETICAL STUDY;

EID: 36549067362     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200790216     Document Type: Article

References (37)

1. U. Kiehne, T. Weilandt, A. Lützen, Org. Lett. 2007, 9, 1283;
2. D. Didier, S. Sergeyev, Tetrahedron 2007, 63, 3864;
3. S. P. Bew, L. Legentil, V. Scholier, S. V. Sharma, Chem. Commun. 2007, 389;
4. U. Kiehne, A. Lützen, Synthesis 2004, 1687;
5. F. Hof, M. Schär, D. M. Scofield, F. Fischer, F. Diederich, S. Sergeyev, Helv. Chim. Acta 2005, 88, 2333;
6. C. Solano, D. Svensson, Z. Olomi, J. Jensen, O. F. Wendt, K. Wärnmark, Eur. J. Org. Chem. 2005, 3510;
7. J. Jensen, J. Tejler, K. Warnmark, J. Org. Chem. 2002, 67, 6008;
8. T. Mas, C. Pardo, J. Elguero, Helv. Chim. Acta 2005, 88, 1199.
9. S. Paliwal, S. Geib, C. S. Wilcox, J. Am. Chem. Soc. 1994, 116, 4497;
10. E.-i. Kim, S. Paliwal, C. S. Wilcox, J. Am. Chem. Soc. 1998, 120, 11192;
11. F. Hof, D. M. Scofield, W. B. Schweizer, F. Diederich, Angew. Chem., Int. Ed. 2004, 43, 5056.
12. S. Sergeyev, M. Schär, P. Seiler, O. Lukoyanova, L. Echegoyen, F. Diederich, Chem.-Eur. J. 2005, 11, 2284.
13. W. W. H. Wong, F. Diederich, Chem.-Eur. J. 2006, 12, 3463;
14. S. Sergeyev, F. Diederich, Angew. Chem., Int. Ed. 2004, 43, 1738.
15. Y. Kubo, T. Ohno, J.-i. Yamanaka, S. Tokita, T. Iida, Y. Ishimaru, J. Am. Chem. Soc. 2001, 123, 12700.
16. B. Dolensky, J. Elguero, V. Král, C. Pardo, M. Valík, Adv. Heterocycl. Chem. 2007, 93, 1;
17. M. Valík, R. M. Strongin, V. Král, Supramol. Chem. 2005, 17, 347.
18. S. R. Marder, Chem. Commun. 2006, 131.
19. H.-J. Deussen, C. Boutton, N. Thorup, T. Geisler, E. Hendrickx, K. Bechgaard, A. Persoons, T. Bjornholm, Chem.-Eur. J. 1998, 4, 240.
20. H. Ihmels, D. Otto, Top. Curr. Chem. 2005, 258, 161.
21. G.-D. Peng, A. D. Q. Li, J. Polym. Sci., Part B: Polym. Phys. 2001, 39, 1794.
22. J. Jensen, K. Wärnmark, Synthesis 2001, 1873.
23. M. J. S. Dewar, E. G. Zoebisch, E. F. Healy, J. J. P. Stewart, J. Am. Chem. Soc. 1985, 107, 3902;
24. AMPAC version 6.55, Semichem, Inc., Shawnee, Kansas, USA, 1997.
25. J. Ridley, M. Zerner, Theor. Chim. Acta 1973, 32, 111.
26. J. Gierschner, J. Cornil, H.-J. Egelhaaf, Adv. Mater. 2007, 19, 173.
27. L. C. T. Shoute, H. Y. Woo, D. Vak, G. C. Bazan, A. Myers Kelley, J. Chem. Phys. 2006, 125, 054506;
28. J. Kabatc, B. Jedrzejewska, P. Orlinski, J. Paczkowski, Spectrochim. Acta, Part A 2005, 62, 115.
29. O. Lhost, J. L. Bredas, J. Chem. Phys. 1992, 96, 5279.
30. A. Hayek, J.-F. Nicoud, F. Bolze, C. Bourgogne, P. L. Baldeck, Angew. Chem., Int. Ed. 2006, 45, 6466.
31. E. E. Campaigne, W. L. Archer, J. Am. Chem. Soc. 1953, 75, 989.
32. C. Monnereau, E. Blart, F. Odobel, Tetrahedron Lett. 2005, 46, 5421.
33. R. Johnsson, A. Meijer, U. Ellervik, Tetrahedron 2005, 61, 11657.
34. K. Staub, G. A. Levina, S. Barlow, T. C. Kowalczyk, H. S. Lackritz, M. Barzoukas, A. Fort, S. R. Marder, J. Mater. Chem. 2003, 13, 825.
35. L. Horner, E. H. Winkelmann, Angew. Chem. 1959, 71, 349.
36. D. Didier, S. Sergeyev, Eur. J. Org. Chem. 2007, 3905.
37. G. Kaupp, J. Schmeyers, J. Boy, J. Prakt. Chem. 2000, 342, 269.