Assembling Organic Receptors around Transition Metal Templates: Functionalized Catechols and Dioxomolybdenum(VI) for the Recognition of Dicarboxylic Acids

Journal of Organic Chemistry

Volumn 62, Issue 7, 1997, Pages 2186-2192

  Prévot Halter, Isabelle ^a   Smith, Thomas J ^b   Weiss, Jean ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b KALAMAZOO COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038020715     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960836d     Document Type: Article

References (29)

1. (a) For a recent review on Molecular Recognition of Organic Acids, see: Seel, C.; Galan, A.; de Mendoza, J. Top. Curr. Chem. 1995, 75, 101-132 and also
2. (b) Ballester, P.; Costa, A.; Deya, P. M.; Gonzalez, J. F.; Rotger, M. C.; Deslongchamps, G. Tetrahedron Lett. 1994, 35, 3813-3816.
3. (a) Geib, S. J.; Vicent, C.; Fan, E.; Hamilton, A. D. Angew. Chem., Int. Ed. Engl. 1993, 32, 119-121.
4. (b) Owens, L.; Thilgen, C.; Diederich, F.; Knobler, C. B. Helv. Chim. Acta 1993, 76, 2757-2774.
5. (c) Vicent, C.; Fan, E.; Hamilton, A. D. Tetrahedron Lett. 1992, 33, 4269-4272.
6. (d) Alcazar, V.; Diederich, F. Angew. Chem., Int. Ed. Engl. 1992, 31, 1521-1523.
7. (e) Garcia-Tellado, F.; Albert, J.; Hamilton, A. D. J. Chem. Soc., Chem. Commun. 1991, 1761-1763.
8. (f) Akazar-Montero, V.; Tomlinson, L.; Houk, K. N.; Diederich, F. Tetrahedron Lett. 1991, 32, 5309-5312.
9. (g) Garcia-Tellado, F.; Goswami, S.; Chang, S.-K.; Geib, S. J.; Hamilton, A. D. J. Am. Chem. Soc. 1990, 112, 7393-7394.
10. (a) Tanaka, Y.; Kato, Y.; Aoyama, Y. J. Am. Chem. Soc. 1990, 112, 2807-2808.
11. (b) Rebek, J., Jr.; Nemeth, D.; Ballester, P.; Lin, F.-T. J. Am. Chem. Soc. 1987, 109, 3474-3475.
12. Schall, O.; Gokel, G. J. Am. Chem. Soc. 1994, 116, 6089-6100, and references cited therein.
13. Chambron, J.-C.; Dietrich-Buchecker, C. O.; Sauvage, J.-P. Top. Curr. Chem. 1993, 165, 131-162.
14. Schwabacher, A. W.; Lee, J.; Lei, H. J. Am. Chem. Soc. 1992, 114, 7595-7598.
15. Fujimoto, K.; Shinkai, S. Tetrahedron Lett. 1994, 35, 1915-2918.
16. Goodman, M. S.; Hamilton, A. D.; Weiss, J. J. Am. Chem. Soc. 1995, 117, 8447-8455.
17. Goodman, M. S.; Jubian, V.; Hamilton, A. D. Tetrahedron Lett. 1995, 36, 2551-2554.
18. Goodman, M. S.; Jubian, V.; Linton, B.; Hamilton, A. D. J. Am. Chem. Soc. 1995, 117, 11610-11611.
19. Representative examples from (a) Albrecht, M.; Franklin, S. J.; Raymond, K. N. Inorg. Chem. 1994, 33, 5785-5793. (b) Nielson, A.; Griffith, W. P. J. Chem. Soc., Dalton Trans. 1978, 1501-1506. (c) Pierpont, C. G.; Buchanan, R. M. Coord. Chem. Rev. 1981, 38, 45-87.
20. Representative examples from (a) Albrecht, M.; Franklin, S. J.; Raymond, K. N. Inorg. Chem. 1994, 33, 5785-5793. (b) Nielson, A.; Griffith, W. P. J. Chem. Soc., Dalton Trans. 1978, 1501-1506. (c) Pierpont, C. G.; Buchanan, R. M. Coord. Chem. Rev. 1981, 38, 45-87.
21. Representative examples from (a) Albrecht, M.; Franklin, S. J.; Raymond, K. N. Inorg. Chem. 1994, 33, 5785-5793. (b) Nielson, A.; Griffith, W. P. J. Chem. Soc., Dalton Trans. 1978, 1501-1506. (c) Pierpont, C. G.; Buchanan, R. M. Coord. Chem. Rev. 1981, 38, 45-87.
22. (a) For IR see: Chakravorty, M. C.; Bandyoppadhyay, D.; Chisolm, M. H.; Haramond, C. E. Inorg. Synth. 1992, 29, 130-131.
23. (b) for UV-vis see: Moore, F. W.; Rice, R. E. Inorg. Chem. 1968, 7, 2510-2514.
24. See for example: Griffith, W. P.; Nogueira, H. S.; Parkin, B. C.; Sheppard, R. N.; White, A. J. P.; Williams, D. J. J. Chem. Soc., Dalton Trans. 1995, 1775-1781.
25. Hirst, S. C.; Tecilla, P.; Geib, S. J.; Fan, E.; Hamilton, A. D. Isr. J. Chem. 1992, 32, 105-111.
26. Geib, S. J.; Hirst, S. C.; Vicent, C.; Hamilton, A. D. J. Chem. Soc., Chem. Commun. 1991, 1283-1285.
27. Hamilton, A. D. Adv. Supramol. Chem. 1990, 1, 1-64.
28. Cram, D. J. Science 1988, 240, 760-767.
29. K. A. Connors in Binding Constants: The Measurements of Molecular Complex Stability; John Wiley and Sons Eds.: New York, 1987.