Multicavitands V: Synthesis and x-ray analysis of unsymmetrical linear koilands based on double fusion of two different calix[4]]arenes by two silicon atoms

Tetrahedron Letters

Volumn 38, Issue 26, 1997, Pages 4555-4558

  Hajek, Frédérique ^a   Graf, Ernest ^a   Hosseini, Mir Wais ^a   De Cian, André ^a   Fischer, Jean ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CALIXARENE;

ARTICLE; CONFORMATION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS; X RAY ANALYSIS;

ARENE;

EID: 0030900455     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00994-5     Document Type: Article

References (27)

1. X. Delaigue, M. W. Hosseini, A. De Cian, J. Fischer, E. Leize, S. Kieffer, A. Van Dorsselaer, Tetrahedron Lett., 1993, 34, 3285-3288; X. Delaigue, E. Graf, F. Hajek, M. W. Hosseini, J.-M. Planeix, in Crystallography of Supramolecular Compounds, Vol. C480 (Eds.: G. Tsoucaris, J. L. Atwood, J. Lipkowski), Kluwer, Dordrecht, Niederlande, 1996, pp. 159-180.
2. X. Delaigue, M. W. Hosseini, A. De Cian, J. Fischer, E. Leize, S. Kieffer, A. Van Dorsselaer, Tetrahedron Lett., 1993, 34, 3285-3288; X. Delaigue, E. Graf, F. Hajek, M. W. Hosseini, J.-M. Planeix, in Crystallography of Supramolecular Compounds, Vol. C480 (Eds.: G. Tsoucaris, J. L. Atwood, J. Lipkowski), Kluwer, Dordrecht, Niederlande, 1996, pp. 159-180.
3. M.C. Etter, Acc. Chem. Res., 1990, 23, 120-126; Y.-L. Chang, M.-A. West, F. W. Fowler, J. W., Lauher, J. Amer. Chem. Soc., 1993, 115, 5991-6000.
4. M.C. Etter, Acc. Chem. Res., 1990, 23, 120-126; Y.-L. Chang, M.-A. West, F. W. Fowler, J. W., Lauher, J. Amer. Chem. Soc., 1993, 115, 5991-6000.
5. C. D. Gutsche, "Calixarenes", Monographs in Supramolecular Chemistry, Ed. J. F. Stoddart, R.S.C., London, 1989; Calixarenes - A Versatile Class of Macrocyclic Compounds", Eds. J. Vicens, V. Böhmer, Kluwer, Dordrecht, 1991; Böhmer, V. Angew. Chem. Int. Ed. Engl., 1995, 34, 713-745.
6. C. D. Gutsche, "Calixarenes", Monographs in Supramolecular Chemistry, Ed. J. F. Stoddart, R.S.C., London, 1989; Calixarenes - A Versatile Class of Macrocyclic Compounds", Eds. J. Vicens, V. Böhmer, Kluwer, Dordrecht, 1991; Böhmer, V. Angew. Chem. Int. Ed. Engl., 1995, 34, 713-745.
7. C. D. Gutsche, "Calixarenes", Monographs in Supramolecular Chemistry, Ed. J. F. Stoddart, R.S.C., London, 1989; Calixarenes - A Versatile Class of Macrocyclic Compounds", Eds. J. Vicens, V. Böhmer, Kluwer, Dordrecht, 1991; Böhmer, V. Angew. Chem. Int. Ed. Engl., 1995, 34, 713-745.
8. a) M. M. Olmstead, G. Sigel, H. Hope, X. Xu, P. Power, J. Amer. Chem. Soc., 1985, 107, 8087-8091; F. Corazza, C. Floriani, A. Chiesi-Villa, C. Guastini, J. Chem. Soc., Chem. Commun., 1990, 1083-1084; J. L. Atwood, S. G. Bott, C. Jones, C. L. Raston, J. Chem. Soc., Chem. Commun., 1992, 1349-1351; J. L. Atwood, P. C. Junk, S. M. Lawrence, C. L. Raston, Supramolecular Chem., 1996, 7, 15-17;
9. a) M. M. Olmstead, G. Sigel, H. Hope, X. Xu, P. Power, J. Amer. Chem. Soc., 1985, 107, 8087-8091; F. Corazza, C. Floriani, A. Chiesi-Villa, C. Guastini, J. Chem. Soc., Chem. Commun., 1990, 1083-1084; J. L. Atwood, S. G. Bott, C. Jones, C. L. Raston, J. Chem. Soc., Chem. Commun., 1992, 1349-1351; J. L. Atwood, P. C. Junk, S. M. Lawrence, C. L. Raston, Supramolecular Chem., 1996, 7, 15-17;
10. a) M. M. Olmstead, G. Sigel, H. Hope, X. Xu, P. Power, J. Amer. Chem. Soc., 1985, 107, 8087-8091; F. Corazza, C. Floriani, A. Chiesi-Villa, C. Guastini, J. Chem. Soc., Chem. Commun., 1990, 1083-1084; J. L. Atwood, S. G. Bott, C. Jones, C. L. Raston, J. Chem. Soc., Chem. Commun., 1992, 1349-1351; J. L. Atwood, P. C. Junk, S. M. Lawrence, C. L. Raston, Supramolecular Chem., 1996, 7, 15-17;
11. a) M. M. Olmstead, G. Sigel, H. Hope, X. Xu, P. Power, J. Amer. Chem. Soc., 1985, 107, 8087-8091; F. Corazza, C. Floriani, A. Chiesi-Villa, C. Guastini, J. Chem. Soc., Chem. Commun., 1990, 1083-1084; J. L. Atwood, S. G. Bott, C. Jones, C. L. Raston, J. Chem. Soc., Chem. Commun., 1992, 1349-1351; J. L. Atwood, P. C. Junk, S. M. Lawrence, C. L. Raston, Supramolecular Chem., 1996, 7, 15-17;
12. b) D. Kraft, J.-D. van Loon, M. Owens, W. Verboom, W. Vogt, M. A. McKervey, V. Böhmer, D. N. Reinhoudt, Tetrahedron Lett., 1990, 31, 4941-4944; J.-D. van Loon, D. Kraft, M. J. K. Ankoné, W. Verboom, S. Harkema, V. Böhmer, D. N. Reinhoudt, J. Org. Chem., 1990, 55, 5176-5179;
13. b) D. Kraft, J.-D. van Loon, M. Owens, W. Verboom, W. Vogt, M. A. McKervey, V. Böhmer, D. N. Reinhoudt, Tetrahedron Lett., 1990, 31, 4941-4944; J.-D. van Loon, D. Kraft, M. J. K. Ankoné, W. Verboom, S. Harkema, V. Böhmer, D. N. Reinhoudt, J. Org. Chem., 1990, 55, 5176-5179;
14. c) P. D. Beer, A. D. Keefe, A. M. Z. Slawin, D. J. Williams, J. Chem Soc., Dalton Trans., 1990, 3675-3682.
15. F. Hajek, E. Graf, M. W. Hosseini, X. Delaigue, A. De Cian, J. Fischer, Tetrahedron Lett. 1996, 37, 1401-1404.
16. F. Hajek, E. Graf, M. W. Hosseini, A. De Cian, J. Fischer, Angewandte Chem. 1997, 36, in press.
17. X. Delaigue, M. W. Hosseini, E. Leize, S. Kieffer, A. Van Dorsselaer, Tetrahedron Lett., 1993, 34, 7561-7564.
18. F. Hajek, E. Graf, M. W. Hosseini, Tetrahedron Lett., 1996, 37, 1409-1412.
19. a) C. D. Gutsche, J. A. Levine, J. Am. Chem. Soc., 1982, 104, 2652-2653;
20. b) C. D. Gutsche, K. C. Nam, J. Am. Chem. Soc., 1988, 110, 6153-6162; M. Almi, A. Arduini, A. Casnati, A. Pochini, R. Ungaro, Tetrahedron, 1989, 45, 2177-2182;
21. b) C. D. Gutsche, K. C. Nam, J. Am. Chem. Soc., 1988, 110, 6153-6162; M. Almi, A. Arduini, A. Casnati, A. Pochini, R. Ungaro, Tetrahedron, 1989, 45, 2177-2182;
22. c) C. D. Gutsche, M. Iqbal, Organic Syntheses, 1989, 68, 234-237;
23. d) C. D. Gutsche, K. H. No, J. Org. Chem., 1982, 47, 2708-2712; K. H. No, C. D. Gutsche, J. Org. Chem., 1982, 47, 2713-2719; R. K. Juneja, K. D. Robinson, C. P. J. L. Johnson, J. L. Atwood, J. Am. Chem. Soc., 1993, 115, 3818-3819.
24. C. D. Gutsche, K. H. No, J. Org. Chem., 1982, 47, 2708-2712; K. H. No, C. D. Gutsche, J. Org. Chem., 1982, 47, 2713-2719; R. K. Juneja, K. D. Robinson, C. P. J. L. Johnson, J. L. Atwood, J. Am. Chem. Soc., 1993, 115, 3818-3819.
25. C. D. Gutsche, K. H. No, J. Org. Chem., 1982, 47, 2708-2712; K. H. No, C. D. Gutsche, J. Org. Chem., 1982, 47, 2713-2719; R. K. Juneja, K. D. Robinson, C. P. J. L. Johnson, J. L. Atwood, J. Am. Chem. Soc., 1993, 115, 3818-3819.
26. 3, 200 MHz, 25 °C):
27. The X-ray data for all three structures as well a complete structural analysis in terms of packing in the solid state will be published elsewhere.