Synthesis of new cyclic homoconjugated oligodiacetylenes

European Journal of Organic Chemistry

Volumn , Issue 23, 2001, Pages 4401-4409

  Leibrock, Bernd ^a   Vostrowsky, Otto ^a   Hirsch, Andreas ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

Acetylenes; Alkynes; Conjugation; Pericyclynes

Indexed keywords

ACETYLENE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; DIMERIZATION; SYNTHESIS;

EID: 0035215105     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200112)2001:23<4401::aid-ejoc4401>3.3.co;2-g     Document Type: Article

References (41)

1. [1a] L. T. Scott, M. J. Cooney, D. Johnels, J. Am. Chem. Soc. 1990, 112, 4054-4055.
2. [1b] L. T. Scott, M. J. Cooney in Modern Acetylene Chemistry (Eds.: P. J. Stang, F. Diederich), VCH-Verlagsgesellschaft, Weinheim, 1995.
3. A. de Meijere, S. Kozhushkov, C. Puls, T. Haumann, R. Boese, M. J. Cooney, L. T. Scott, Angew. Chem. 1994, 106, 934-936;
4. Angew. Chem. Int. Ed. Engl. 1994, 33, 869-871;
5. A. de Meijere, S. Kozhushkov. T. Haumann, R. Boese, C. Puls, M. J. Cooney, L. T. Scott, Chem. Eur. J. 1995, 1, 124-131.
6. M. Brake, V. Enkelmann, U. H. F. Bunz, J. Org. Chem. 1996, 61, 1190-1191.
7. L. Isaacs, P. Seiler, F. Diederich, Angew. Chem. 1995, 107, 1636-1639;
8. Angew. Chem. Int. Ed. Engl. 1995, 34, 1466-1469;
9. L. Isaacs, F. Diederich, R. F. Haldimann, Helv. Chim. Acta 1997, 80, 317-342.
10. A. de Meijere, S. I. Koshushkov in Topics in Current Chemistry, vol. 201, 1-43, Springer-Verlag, Berlin, Heidelberg, 1999.
11. [6a] F. Diedrich, Y. Rubin, Angew. Chem. 1992, 104, 1123-1146;
12. Angew. Chem. Int. Ed. Engl. 1992, 31, 1101-1123;
13. F. Diederich in Modern Acetylene Chemistry (Eds.: P. J. Stang, F. Diederich), VCH-Verlagsgesellschaft, Weinheim, 1995, p. 443 ff.
14. [6b] U. H. F. Bunz, Angew. Chem. 1994, 106, 1127-1131;
15. Angew. Chem. Int. Ed. Engl. 1994, 33, 1073-1076.
16. [6c] U. H. F. Bunz, Y. Rubin, Y. Tobe, Chem. Soc. Rev. 1999, 28, 107-119.
17. W. Chodkievicz, Ann. Chim 1957, 2, 819-869;
18. P. Cadiot, W. Chodkievicz in Chemistry of Acetylenes (Eds.: H. G. Viehe), Verlag M. Dekker, New York, 1969, p. 630 ff.
19. B. Leibrock, diploma thesis, University of Erlangen-Nürnberg, 1996.
20. L. T. Scott, G. J. DeGicco, J. L. Hyun, G. Reinhardt, J. Am. Chem. Soc. 1985, 107, 6546-6555.
21. R. Berscheid, F. Vögtle, Synthesis 1992, 58-62.
22. A. S. Hay, J. Org. Chem. 1960, 25, 1275-1276;
23. A. S. Hay, J. Org. Chem. 1962, 27, 3320-3321.
24. G. Eglinton, A. R. Galbraith, J. Chem. Soc. 1959, 889-897;
25. O. M. Behr, G. Eglinton, A. R. Galbraith, R. A. Raphael, J. Chem. Soc. 1960, 3614-3625.
26. T. Grösser, A. Hirsch, Angew. Chem. 1993, 105, 1390-1392;
27. Angew. Chem. Int. Ed. Engl. 1993, 32, 1340-1352.
28. R. Eastmond, D. R. M. Walton, Tetrahedron 1972, 28, 4591-4599;
29. R. Eastmond, T. R. Johnson, D. R. M. Walton, Tetrahedron 1972, 28, 4601-4616.
30. C. L. Cook, E. R. H. Jones, M. C. Whiting, J. Chem. Soc. 1952, 2883-2891;
31. J. B. Armitage, N. Entwistle, E. R. H. Jones, M. C. Whiting, J. Chem. Soc. 1954, 147-154;
32. J. B. Armitage, E. R. H. Jones, M. C. Whiting, J. Chem. Soc. 1957, 2012-2017.
33. Y. Kuwatani, I. Ueda, Angew. Chem. 1995, 107, 2017-2019;
34. Angew. Chem. Int. Ed. Engl. 1995, 34, 1892-1894;
35. Y. Kuwatani, N. Watanabe, I. Ueda, Tetrahedron Lett. 1995, 36, 119-122;
36. R. Suzuki, H. Tsukuda, N. Watanabe, Y. Kuwatani, I. Ueda, Tetrahedron 1998, 54, 2477-2496.
37. D. D. Perrin, W. L. F. Amarego, Purification of Laboratory Chemicals, 3rd ed., Pergamon Press, Oxford, 1988.
38. G. F. Hennion, J. J. Sheehan, D. E. Maloney, J. Am. Chem. Soc. 1950, 72, 3542-3545.
39. E. J. Corey, D. Floyd, B. H. Lipshutz, J. Org. Chem. 1978, 43, 3418-3420.
40. G. E. Herberich, E. Bauer, J. Hengesbach, U. Kölle, G. Huttner, H. Lorenz, Chem. Ber. 1977, 110, 760-727.
41. L. T. Scott, M J. Cooney, D. Johnels, J. Am. Chem. Soc. 1990, 112, 4054-4055.