Synthesis, structure (NMR and mass spectrometry) and conformational analysis of heterocyclic analogues of dibenzo[a,e]cycloocta-1,5-diene: 5,6,12,13-tetrahydrobispyrazolo[1,2-a:1′,2′-e][1,2,5,6] tetraazocinediium dihalides

Journal of the Chemical Society. Perkin Transactions 2

Volumn 4, Issue , 1996, Pages 701-711

  Cabildo, Pilar ^a   Claramunt, Rosa M ^a   Cornago, Pilar ^a   Lavandera, José Luís ^a   Sanz, Dionísia ^a   Jagerovic, Nadine ^b   Jimeno, María Luísa ^b   Elguero, José ^b   Gilles, Isabelle ^c   Aubagnac, Jean Louis ^c  

^a UNIVERSIDAD NACIONAL DE EDUCACIÓN A DISTANCIA   (Spain)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

^c UNIV MONTPELLIER   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001030698     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/P29960000701     Document Type: Article

References (44)

1. P. Domiano, P. Cozzini, R. M. Claramunt, J.-L. Lavandera, D. Sanz and J. Elguero, J. Chem. Soc., Perkin Trans 2, 1992, 1609.
2. C. Foces-Foces, F. H. Cano, P. Cabildo, R. M. Claramunt and J. Elguero, Acta Crystallogr., Sect. C, 1991, 47, 2583.
3. J.-L. Aubagnac, R. M. Claramunt, J.-L. Lavandera and J. Elguero, Bull. Soc. Chim. Belg., 1991, 100, 459.
4. P. Cabildo, R. M. Claramunt, I. Forfar, C. Foces-Foces, A. L. Llamas-Saiz and J. Elguero, Heterocycles, 1994, 37, 1623.
5. (a) J. Torres, J.-L. Lavandera, P. Cabildo, R. M. Claramunt and J. Elguero, J. Heterocycl. Chem., 1988, 25, 771;
6. (b) C. Acerete, M. L. Bañón, P. Cabildo, R. M. Claramunt, J. Elguero and J.-L. Lavandera, Rev. Roum. Chim., 1991, 36, 629.
7. J. Torres, J.-L. Lavandera, P. Cabildo, R. M. Claramunt and J. Elguero, Bull. Soc. Chim. Belg., 1992, 101, 29.
8. (a) M. C. López, N. Jagerovic and P. Ballesteros, Tetrahedron: Asymmetry, 1994, 5 1887;
9. (b) H. Brunner, U. P. Singh, T. Boeck, S. Altmann, T. Scheck and B. Wrackmeyer, J. Organomet. Chem., 1993, 443, C16;
10. A. L. Llamas-Saiz, C. Foces-Foces, I. Sobrados, J. Elguero and W. Meutermans, Acta Crystallogr., Sect. C, 1993, 49, 724.
11. J. Elguero and B. Shimizu, An. Quím. 1988, 84, 198.
12. (a) H. Gunther, La Spectroscopie de RMN, Masson, Paris, 1994;
13. (b) J. B. Stothers, Carbon-13 NMR Spectroscopy, Academic Press, New York, 1972;
14. (c) M. Begtrup, G. Boyer, P. Cabildo, C. Cativiela, R. M. Claramunt, J. Elguero, J. I. García, C. Toiron and P. Vedsø, Magn. Reson. Chem., 1993, 31, 107.
15. (a) M. Oki, Applications of Dynamic NMR Spectroscopy to Organic Chemistry, VCH, Deerfield Beach, FL., 1985;
16. (b) J. Sandström, Dynamic NMR Spectroscopy, Academic Press, London, 1982.
17. PANIC 86, Bruker Program Library, Germany.
18. D. Montecalvo, M. St-Jacques and R. Wasylishen, J. Am. Chem. Soc., 1973, 95, 2023.
19. F. Sauriol-Lord and M. St-Jacques, Can. J. Chem., 1975, 53, 3768.
20. R. Crossley, A. P. Downing, M. Nógrádi, A. B. de Oliveira, W. D. Ollis and I. O. Sutherland, J. Chem. Soc., Perkin Trans. 1, 1973, 205.
21. N. L. Allinger and J. T. Sprague, Tetrahedron, 1975, 31, 21.
22. M. J. S. Dewar and W. Thiel, J. Am. Chem. Soc., 1977, 99, 4899; 4907.
23. M. J. S. Dewar, E. B. Zoebisch, E. F. Healy and J. J. P. Stewart, J. Am. Chem. Soc., 1985, 108, 8075.
24. C. A. G. Haasnoot, F. A. A. M. Leeuw and C. Altona, Tetrahedron, 1980, 36, 2783.
25. R. L. Cerny and M. L. Gross, Anal. Chem., 1985, 57, 1160.
26. S. K. Sethi, C. C. Nelson and J. A. McCloskey, Anal. Chem., 1984, 56, 1975.
27. (a) J.-L. Aubagnac, R. M. Claramunt and D. Sanz, Org. Mass Spectrom., 1990, 25, 293;
28. (b) J.-L. Aubagnac, S. Doulut, M. Rodríguez and J. Martínez, Org. Mass Spectrom, 1992, 27, 645;
29. (c) J.-L. Aubagnac, E. Bernardi and R. Lazaro, Org. Mass Spectrom., 1993, 28, 57;
30. (d) J.-L. Aubagnac, I. Gilles, R. Astier, G. Gosselin, J.-L. Imbach and M. C. Bergogne, Rapid Commun. Mass Spectrom., 1993, 7, 41;
31. (e) J.-L. Aubagnac, I. Gilles, P. Dumy, R. Escale and P. Vidal, Bull. Soc. Chim. Fr., 1993, 130, 467;
32. (f) J.-L. Aubagnac, I. Gilles, R. Astier, C. Perigaud, P. Labataille and J.-L. Imbach, Rapid Commun. Mass Spectrom., 1993, 7, 704.
33. T. M. Ryan, R. J. Day and R. G. Cooks, Anal. Chem., 1984, 52, 2054.
34. (a) M. Yoneda, K. Tsujimoto, M. Ohashi, M. Shiratsuchi and Y. Ohkawa, Org. Mass Spectrom., 1990, 25, 146;
35. (b) M. Yoneda, K. Tsujimoto, M. Ohashi, M. Shiratsuchi, Y. Ohkawa and K. Isa, Chem. Pharm. Bull. Jpn., 1990, 38, 3389.
36. B. Danieli, F. M. Rubino and A. Cremonesi, Org. Mass Spectrom., 1989, 24, 225.
37. A. N. R. Nedderman and D. H. Williams, Biol. Mass Spectrom., 1989, 20, 289.
38. S. M. Musser and J. A. Kelley, Org. Mass Spectrom., 1993, 28, 672.
39. (a) D. N. Heller, J. Yergey and R. J. Cotter, Anal. Chem., 1983, 55, 1310;
40. (b) J. Claereboudt, W. Baeten, H. Geise and M. Claeys, Org. Mass Spectrom., 1993, 28, 71.
41. J. Elguero, R. Jacquier and D. Tizané, Bull. Soc. Chim. Fr., 1970, 1121.
42. A. J. Canty and R. Th. Honeyman, J. Organomet. Chem., 1990, 387, 247.
43. H. Ochi, T. Misyasaka and K. Arakawa, Yakugaku Zasshi, 1978, 98, 165
44. (Chem. Abstr. 1978, 89, 24213k).