Why, on interaction of urea-based receptors with fluoride, beautiful colors develop

Journal of Organic Chemistry

Volumn 70, Issue 14, 2005, Pages 5717-5720

  Esteban Gómez, David ^a   Fabbrizzi, Luigi ^a   Licchelli, Maurizio ^a  

^a UNIVERSITY OF PAVIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COLOR; FLUORINE; HYDROGEN BONDS; HYDROXYAPATITE;

DEPROTONATION; ELECTRON WITHDRAWING; H-BOND COMPLEXES;

CHROMOGENICS;

CHROMOGENIC SUBSTRATE; DIMETHYL SULFATE; FLUORIDE; HYDROGEN; HYDROXIDE; NITROGEN; RECEPTOR; UREA;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; COLOR; COLORIMETRY; ELECTRON; HYDROGEN BOND; PROTON TRANSPORT;

ACETATES; ANIONS; COLOR; DIMETHYL SULFOXIDE; DRUG INTERACTIONS; ELECTRONS; FLUORIDES; HYDROGEN BONDING; HYDROXIDES; PHOSPHATES; PROTONS; UREA;

EID: 22144435917     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050528s     Document Type: Article

References (25)

1. Suksai, C.; Tuntulani, T. Chem. Soc. Rev. 2003, 32, 192-202.
2. (a) Martinez-Maòez, R.; Sancenón, F. Chem. Rev. 2003, 103, 4419.
3. (b) Gale, P. A. (Ed.) Coord. Chem. Rev. 2003, 240, 1-226.
4. Valiyaveetil, S.; Engbersen, J. F. F.; Verboom, W.; Reinhoudt, D. N. Angew. Chem., Int. Ed. Engl. 1993, 32, 900-901.
5. Sessler, J. L.; Cyr, M. J.; Lynch, V.; McGhee, E.; Ibers, J. A. J. Am. Chem. Soc. 1990, 112, 2810-2813.
6. (a) Smith, P. J.; Reddington, M. V.; Wilcox, C. S. Tetrahedron Lett. 1992, 41, 6085-6088.
7. (b) Fan, E.; van Arman, S. A.; Kincaid, S.; Hamilton, A. D. J. Am. Chem. Soc. 1993, 115, 369-370.
8. (a) Miyaji, H.; Sato, W.; Sessler, J. L. Angew. Chem., Int. Ed. 2000, 39, 1777-1780.
9. (b) Mizuno, T.; Wei, W.-H.; Eller, L. R.; Sessler, J. L. J. Am. Chem. Soc. 2002, 124, 1134-1135.
10. (c) Kubo, Y.; Yamamoto, M.; Ikeda, M.; Takeuchi, M.; Shinkai, S.; Yamaguchi, S.; Tamao, K. Angew. Chem., Int. Ed. 2003, 42, 2036-2040.
11. (d) Kondo, S.; Nagamine, M.; Yano, Y. Tetrahedron Lett. 2003, 44, 8801-8804.
12. (e) Solé, S.; Gabbaï, F. P. Chem. Commun. 2004, 1284-1285.
13. (f) Zhou, L.; Zhang, X.; Wu, S. Chem. Lett. 2004, 33, 850-851.
14. (g) Ghosh, T.; Maiya, B. G.; Wong, M. W. J. Phys. Chem. A 2004, 108, 11249-11259.
15. (h) Miao, R.; Zheng, Q.-Y.; Chen, C.-F.; Huang, Z.-T. Tetrahedron Lett. 2004, 45, 4959-4962;
16. Sohn, H.; Letant, S.; Sailor, M. J.; Trogler, W. C. J. Am. Chem. Soc. 2000, 122, 5399.
17. (a) Jose, D. A.; Kumar, D. K.; Ganguly, B.; Das, A. Org. Lett. 2004, 6, 3445-3448.
18. (b) Lee, J. Y.; Cho, E. J.; Mukamel, S.; Nam, K. C. J. Org. Chem. 2004, 69, 943-950.
19. (c) Kwon, J. Y.; Jang, Y. J.; Kim, S. K.; Lee, K.-H.; Kim, J. S.; Yoon, J. J. Org. Chem. 2004, 69, 5155-5157.
20. (d) Vázquez, M.; Fabbrizzi, L.; Taglietti, A.; Pedrido, R. M.; González-Noya, A. M.; Bermejo, M. R. Angew. Chem., Int Ed. 2004, 43, 1962-1965.
21. (e) Thiagarajan, V.; Ramamurthy, P.; Thirumalai, D.; Ramakrishnan, V. T. Org. Lett. 2005, 7, 657-660.
22. Boiocchi, M.; Del Boca, L.; Esteban-Gómez, D.; Fabbrizzi, L.; Licchelli, M.; Monzani, E. J. Am. Chem. Soc. 2004, 126, 16507-16514.
23. Bordwell, F. G. Acc. Chem. Res. 1988, 21, 456-463.
24. Gronert, S. J. Am. Chem. Soc. 1993, 115, 10258-10266.
25. Can, J.; Tian, H.; Wang, Z.; Chen, K.; Hill, J.; Lane, P. A.; Rahn, Fox, A. M.; Bradley, D. D. C. J. Organomet. Chem. 2002, 645, 168-175.