Boron-nitrogen macrocycles: A new generation of calix[3]arenes

Chemical Communications

Volumn , Issue 24, 2004, Pages 2834-2835

  Barba, Victor ^a   Höpfl, Herbert ^a   Farfán, Norberto ^b   Santillan, Rosa ^b   Beltran, Hiram I ^c   Zamudio Rivera, Luis S ^c  

^a CENTRO DE INVESTIGACIONES QUÍMICAS   (Mexico)

^b DEPARTAMENTO DE FÍSICA   (Mexico)

^c INSTITUTO MEXICANO DEL PETRÓLEO   (Mexico)

Author keywords

[No Author keywords available]

Indexed keywords

3 AMINOBENZENEBORONIC ACID; 3,5 DI TERT BUTYL SALICYLALDEHYDE; BORON; BORONIC ACID DERIVATIVE; CALIXARENE; CALIX[3]ARENE; MACROCYCLIC COMPOUND; NITROGEN; SALICYLALDEHYDE; UNCLASSIFIED DRUG;

ARTICLE; CONFORMATION; MOLECULE; OPTICAL ROTATION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SUPRAMOLECULAR CHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 11244337339     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b410148k     Document Type: Article

References (21)

1. (a) V. Böhmer, Angew. Chem., Int. Ed. Engl., 1995, 34, 713-745;
2. (b) A. Ikeda and S. Shinkai, Chem. Rev., 1997, 97, 1713-1734.
3. (a) J. L. Atwood, L. J. Barbour and A. Jerga, Science, 2002, 296, 2367-2369;
4. (b) P. C. Leverd, P. Berthault, M. Lance and M. Nierlich, Eur. J. Org. Chem., 2000, 133-139;
5. (c) S. León, D. A. Leigh and F. Zerbetto, Chem. Eur. J., 2002, 8, 4854-4866.
6. (a) B. König and M. H. Fonseca, Eur. J. Inorg. Chem., 2000, 11, 2303-2310;
7. (b) T. Gerkensmeier, J. Mattay and C. Näther, Chem. Eur. J., 2001, 7, 465-474;
8. (c) H. Akdas, L. Bringel, E. Graf, M. W. Hosseini, G. Mislin, J. Pansanel, A. D. Cian and J. Fischer, Tetrahedron Lett., 1998, 39, 2311-2314.
9. (a) K. Araki, K. Inada and S. Shinkai, Angew. Chem., Int. Ed. Engl., 1996, 35, 72-74;
10. (b) P. D. Hampton, W. Tong, S. Wu and E. N. Duesler, J. Chem. Soc., Perkin Trans. 2, 1996, 1127-1130;
11. (c) H. Stephan, T. K. Rambusch, K. Gloe, W. Hasse, B. Ahlers, K. Cammann, K. Rissanen, G. Brodesser and F. Vögtle, Chem. Eur. J., 1998, 4, 434-440.
12. N. Avarvari, N. Mézailles, L. Ricard, P. Le Floch and F. Mathey, Science, 1998, 280, 1587-1589.
13. (a) C. E. Daitch, P. D. Hampton, E. N. Duesler and T. M. Alam, J. Am. Chem. Soc., 1996, 118, 7769-7773;
14. (b) T. Yamato, F. Zhang, H. Tsuzuki and Y. Miura, Eur. J. Org. Chem., 2001, 1069-1075.
15. The most stable conformations for calix[3]arene derivatives are the cone and partial cone. K. Araki, K. Inada, H. Otsuka and S. Shinkai, Tetrahedron, 1993, 49, 9465-9478.
16. H. Nöth and B. Wrackmeyer, in NMR - basic principles and progress, ed. P. Diehl, E. Fluck and R. Kosfeld, Springer Verlag, Berlin, 1978, vol. 14.
17. (a) H. Höpfl, Structure and Bonding, 2002, 103, 1-55;
18. (b) V. Barba, E. Gallegos, R. Santillan and N. Farfán, J. Organomet. Chem., 2001, 622, 259-264;
19. (c) V. Barba, R. Xochipa, R. Santillan and N. Farfán, Eur. J. Inorg. Chem., 2004, 118-124.
20. The diameter is denned by the circles that circumscribe the three carbon atoms located on the top of the upper rings, and the three carbon atoms located on the bottom of the tert-butyl groups of the lower rings. The diameters found are similar for all four cases and average values are given.
21. At the supramolecular level, the distances between the host molecules were measured from the center of the circles described in ref. 10.