Cycloaddition reactions of 7-benzylidenecycloocta-1,3,5-triene with ethenetetracarbonitrile and 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione

Helvetica Chimica Acta

Volumn 88, Issue 7, 2005, Pages 2003-2021

  Clements, Philip ^a   Gream, George E ^a   Kirkbride, Paul K ^a,b   Pyke, Simon M ^a  

^a UNIVERSITY OF ADELAIDE   (Australia)

^b FORENSIC SCIENCE SA   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; ISOMERS; MIXTURES; NITROGEN COMPOUNDS; REACTION KINETICS;

BENZALDEHYDE; CYCLOADDUCTS; EPIMERS; MONO-ADDUCTS;

ADDITION REACTIONS;

1 BENZYLCYCLOOCTA 1,3,5,7 TETRAENE; 4 PHENYL 3H 1,2,4 TRIAZOLE 3,5(4H) DIONE; 7 BENZYLIDENECYCLOOCTA 1,3,5 TRIENE; AMPHOLYTE; BENZALDEHYDE; CYCLOOOCTA 2,4,6 TRIEN 1 YLIDENETRIPHENYLPHOSPHORANE; ETHENETETRACARBONITRILE; TRIAZOLE DERIVATIVE; TRIENTINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLOADDITION; ISOMER; PRIORITY JOURNAL; REACTION ANALYSIS; WITTIG REACTION;

EID: 23044450753     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200590153     Document Type: Article

References (32)

1. P. H. Ferber, G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Aust. J. Chem. 1990, 43, 463.
2. S. W. Staley, G. E. Linkowski, A. S. Heyn, Tetrahedron 1975, 31, 1131.
3. M. Tamura, J. Kochi, Synthesis 1971, 303.
4. B. F. G. Johnson, J. Lewis, D. Wege, J. Chem. Soc., Dalton Trans. 1976, 1874.
5. L. D. Bergelson, L. I. Barsukov, M. M. Shemyakin, Tetrahedron 1967, 23, 2709.
6. M. Kröner, Chem. Ber. 1967, 100, 3162.
7. A. Streitwieser, in 'Solvolytic Displacement Reactions', McGraw-Hill, U.S.A., 1962, p. 95.
8. F. W. Wehrli, T. W. Wirthlin, 'Interpretation of Carbon-13 NMR Spectra', Heydon and Sons Ltd., London, 1978.
9. G. E. Gream, P. K. Kirkbride, unpublished data.
10. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Z. Kristallogr., New Cryst. Struct. 2002, 217, 353
11. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, unpublished data.
12. L. M. Jackman, S. Sternhell, 'Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry', 2nd edn., Pergamon Press, Oxford, 1969.
13. W. H. Urry, M. S. Kharasch, J. Am. Chem. Soc. 1944, 66, 1438.
14. G. Wittig, W. Haag, Chem. Ber. 1955, 88, 1654.
15. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Z. Krystallogr., New Cryst. Struct. 2002, 217, 355.
16. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Z. Krystallogr., New Cryst. Struct. 2002, 217, 351.
17. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Z. Krystallogr., New Cryst. Struct. 2001, 216, 571
18. G. E. Gream, P. K. Kirkbride, E. R. T. Tiekink, Z. Krystallogr., New Cryst. Struct. 1994, 209, 545.
19. R. B. Woodward, R. Hoffmann, 'The Conservation of Orbital Symmetry', Academic Press, New York, 1971.
20. H. Isaksen, J. P. Snyder, Tetrahedron Lett. 1977, 889.
21. G. W. Buchanan, Tetrahedron Lett. 1972, 665.
22. M. St.-Jacques, R. Prud'homme, Tetrahedron Lett. 1970, 4833.
23. P. Ahlberg, D. L. Harris, M. Roberts, P. Warner, P. Seidel, M. Sakai, D. Cook, A. Diaz, J. P. Dirlam, H. Hamberger, S. Winstein, J. Am. Chem. Soc. 1972, 94, 7063.
24. J. R. Malpass, J. Chem. Soc., Chem. Commun. 1972, 1246.
25. R. Huisgen, G. Boche, W. Hechtl, H. Huber, Angew. Chem., Int. Ed. 1966, 5, 585;
26. R. Huisgen, G. Boche, H. Huber, J. Am. Chem. Soc. 1967, 89, 3345;
27. R. Huisgen, J. Gasteiger, Angew. Chem., Int. Ed. 1972, 11, 1104.
28. S. Winstein, C. G. Kreiter, J. I. Bauman, J. Am. Chem. Soc. 1966, 88, 2047.
29. G. I. Fray, P. R. Saxton, 'The Chemistry of Cyclo-Octatetraene and its Derivatives', Cambridge University Press, 1978.
30. J. Gasteiger, R. Huisgen, Angew. Chem., Int. Ed. 1972, 11, 716.
31. J. Gasteiger, G. E. Gream, R. Huisgen, W. E. Konz, U. Schnegg, Chem. Ber. 1971, 104, 2414.
32. R. Huisgen, G. Boche, A. Dahmen, W. Hechl, Tetrahedron Lett. 1968, 5212.