Thermolysis of N-aryl-β-chlorovinylimines : Synthesis of 7,13-Dibutyl-4-phenanthridino[3,2-a]-4-phenanthridino[2,3-j]anthracene, a novel cavity shaped nonacyclic diazaarene

Synlett

Volumn 1997, Issue 9, 1997, Pages 1057-1058

  Haldar, Manas K ^a   Kar, Gandhi K ^a   Ray, Jayanta K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001394852     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1534     Document Type: Article

References (19)

1. Perrault, D. M.; Chen, X.; Anslyn, E. V. Tetrahedron, 1995, 51, 353-362.
2. a) Lehn, J.M. Angew. Chem. Int. Ed. Engl., 1988, 27, 89.
3. b) Cram, D. J. Angew. Chem. Int. Ed. Engl., 1988, 27, 1009.
4. c) Pederson, C. J. Angew. Chem. Int. Ed. Engl., 1988, 27, 1021.
5. Murray, T. J.; Zimmerman, S. C.; Kolotuchin, S.V. Tetrahedron, 1995, 51, 635 and references cited therein.
6. Becklas, D. L.; Maioriello, J.; Santora, V. J.; Bell, T.W.; Chapoteau, E.; Czech, B. P.; Kumar, A. Tetrahedron, 1995, 51, 363 and references cited therein.
7. Bell, T. W. ; Liu, J. Angew. Chem. Int. Ed. Engl., 1990, 29, 923.
8. For review: Thummel, R.P. Tetrahedron, 1991, 47, 6851.
9. Ransohoff, J. E. B.; Stabb, H. A. Tetrahedron Lett., 1985, 6179.
10. Kar, G. K. ; Sami, I.; Ray, J.K. Chemistry Letters, 1992, 1739.
11. Christofel, W.C.; Miller, L. L. J. Org. Chem., 1984, 49, 5198.
12. 3) δ : 2.62-2.72 (m, 4H), 2.82-2.92 (m,4H), 7.11 (s,1H), 8.34 (s,1H), 10.39 (s,2H) ppm.
13. 3) δ : 3.00-3.15 (m,8H), 7.10(d,2H, J= 7.3 Hz), 7.15 (S,1H), 7.45 (d,2H, J= 8.2Hz.), 7.47-7.53 (m,4H), 7.73 (d, 2H, J=8.2Hz), 7.82-7.86 (m,2H), 8.25 (s,1H), 8.28-8.35 (m,2H), 8.99 (s, 2 H) ppm.
14. 3) δ : 3.12-3.25 (m,8H), 7.22 (s,1H), 7.68-7.96 (m,4H), 7.69 (d,2H, J=8.8 Hz), 7.93 (d,2H, J=8.8 Hz), 7.99 (s,2H), 9.82 (d,2H, J=8.3Hz), 10.21(s,1H) ppm.
15. 3) δ : 7.73-8.13 (m,14 H), 8.36 (s,1H), 8.63 (s,2H), 10.22 (d, 2H J= 8.6 Hz), 12.01 (s, 1H) ppm.
16. Ray, J. K.; Roy, B. C. and Kar, G. K., J. Org. Chem., 1996, 61, 1863.
17. Kar, G. K.; Karmakar, A. C.; Makur, A. and Ray, J. K. Heterocycles, 1995, 41, 911.
18. 3) δ :14.00, 23.31, 27.45, 33.46, 121.86, 122.56, 123.24, 123.39, 125.46, 126.02, 126.92, 127.02, 127.11, 127.44, 128.27, 131.04, 132.77, 132.95, 133.42, 144.73, 145.12, 146.18 ppm.
19. All the compounds gave satisfactory elemental analysis.