C-H acidity effect of guest molecules on the complexation with monomethyl ether of monodeoxycalix[4]arene

Tetrahedron Letters

Volumn 37, Issue 9, 1996, Pages 1435-1438

  Yoshimura, Kousaku ^a   Fukazawa, Yoshimasa ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CALIXARENE;

ARTICLE; COMPLEX FORMATION; REACTION ANALYSIS;

EID: 0029962150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00024-X     Document Type: Article

References (21)

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3. (b) Coruzzi, M.; Andreetti, G. D.; Bocchi, V.; Pochini, A.; Ungaro, R. J. Chem. Soc., Perkin Trans. 2. 1982, 1133.
4. (c) Ungaro, R.; Pochini, A.; Andreetti, G. D.; Domiano, P. ibid. 1985, 197
5. ref. 1, pp. 75-79.
6. (a) Alfieri, C.; Dradi, E.; Pochini, A.; Ungaro, R.; Andreetti, G. D. J. Chem. Soc., Chem. Commun. 1983, 1075.
7. (b) Casnati, A.; Arduini, A.; Ghidini, E.; Pochini, A.; Ungaro, R. Tetrahedron 1991, 47, 2221.
8. (a) Fukazawa, Y.; Deyama, K. and. Usui, S Tetrahedron Lett. 1992, 33, 5803.
9. (b) Ting, Y.; Verboom, W.; Groenen, L. C.; van Loon, J.-D. and Reinhoudt, D. N. J. Chem. Soc., Chem. Commun. 1990, 1432.
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11. Alfieri, C.; Dradi, E.; Pochini, A.; Ungaro, R. Gazz. Chim. Ital. 1989, 119, 335.
12. Job, P. Ann. Chim. 1928, 9, 113.
13. (a) Connors, K. A. Binding Constants; John Wiley & Sons: New York, 1987.
14. (b) Legget, D. J. Modern Inorganic Chemistry Series, Computational Methods for the Determination of Formation Constants; Plenum Press: New York; London, 1985.
15. 3, The measurement was performed with Mac Science MXC18; radiation MoKα (λ=0.71073); unique reflections 7769, observed 2549 with |F| > 4.0σ(|F|), R=0. 176.
16. (a) Canceill, J.; Lacombe, L.; Collet, A. J. Am. Chem. Soc. 1986, 108, 4230.
17. (b) Garel, L.; Dutasta, J-P.; Collet, A. Angew. Chem. Int. Ed. Engl. 1993, 32, 1169
18. Canceill, J.; Cesario, M.; Collet, A.; Guilhem, J.; Lacombe, L.; Lozach, B.; Pascard, C. ibid. 1989, 28, 1246.
19. These values are van der Waals volume calculated by MacroModel (Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comp. Chem, 1990, 11, 440).
20. Diederich, F. Cyclophanes, Royal Society of Chemistry: Cambridge, 1991, pp. 254-263.
21. The pKa values in DMSO are calculated by the method reported: Gushurst, A. J.; Jorgensen J. Org. Chem. 1986, 51, 3513.