Synthesis of amino and ammonium resorcin[4]arenes as potential receptors

Synthesis

Volumn , Issue 13, 2008, Pages 2110-2116

  Botta, Bruno ^a   Pierini, Marco ^a   Monache, Giuliano Delle ^a   Subissati, Deborah ^a   Subrizi, Fabiana ^a   Zappia, Giovanni ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF URBINO   (Italy)

Author keywords

Host guest systems; Macrocycles; Molecular recognition; Receptors; Resorcinarenes

Indexed keywords

ACIDS; AMINATION; AMINO ACIDS; AMMONIUM COMPOUNDS; AROMATIC COMPOUNDS; METALS; NUCLEAR MAGNETIC RESONANCE; ORGANIC ACIDS; SOLUTIONS;

AQUEOUS SOLUTIONS; ARENE DERIVATIVES; CONE CONFORMATIONS; METAL CATIONS; MS ANALYSES; PYRIDINIUM SALTS; RESORCINARENE; SIDE CHAINS;

AMINES;

AMINO ACID; METAL ION; PYRIDINE; PYRIDINIUM DERIVATIVE; RESORCINOL DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET RADIATION;

EID: 47349084817     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1067111     Document Type: Article

References (32)

1. (a) Diederich, F.; Smith, D. K. Chem. Eur. J. 1998, 4, 1353.
2. (b) Schneider, H.-J.; Hacket, F.; Rudiger, V.; Ikeda, H. Chem. Rev. 1998, 98, 1755.
3. (c) Peczuh, M. W.; Hamilton, A. D. Chem. Rev. 2000, 100, 2479.
4. (d) Botta, B.; Cassani, M.; D'Acquarica, I.; Misiti, D.; Subissati, D.; Delle Monache, G. Curr. Org. Chem. 2005, 9, 337.
5. (e) Botta, B.; Cassani, M.; D'Acquarica, I.; Subissati, D.; Zappia, G.; Delle Monache, G. Curr. Org. Chem. 2005, 9, 1167.
6. (a) Botta, B.; Delle Monache, G.; De Rosa, M. C.; Seri, C.; Benedetti, E.; Iacovino, R.; Botta, M.; Corelli, F.; Masignani, V.; Tafi, A.; Bacs-Baitz, E.; Santini, A.; Misiti, D. J. Org. Chem. 1997, 62, 1788.
7. (b) Botta, B.; Delle Monache, G.; Ricciardi, P.; Zappia, G.; Seri, C.; Gacs-Baitz, E.; Csokasi, P.; Misiti, D. Eur. J. Org. Chem. 2000, 841.
8. (c) Botta, B.; Ricciardi, P.; Galeffi, C.; Botta, M.; Tafi, A.; Pogni, R.; Iacovino, R.; Garella, I.; Di Blasio, B.; Delle Monache, G. Org. Biomol. Chem. 2003, 1, 3131.
9. (d) Botta, B.; D'Acquarica, I.; Nevola, L.; Sacco, F.; Valbuena Lopez, Z.; Zappia, G.; Fraschetti, C.; Speranza, M.; Tafi, A.; Caporuscio, F.; Letzel, M. C.; Mattay, J. Eur. J. Org. Chem. 2007, 5995.
10. Botta, B.; Delle Monache, G.; Zappia, G.; Misiti, D.; Baratto, M. C.; Pogni, R.; Gacs-Baitz, E.; Botta, M.; Corelli, F.; Manetti, F.; Tafi, A. J. Org. Chem. 2002, 67, 1178.
11. (a) Scriven, E. F. V.; Turnbull, K. Chem. Rev. 1988, 55, 351.
12. (b) Nyffler, P. T.; Liang, C.-H.; Koeller, K. M.; Wong, C.-H. J. Am. Chem. Soc. 2002, 124, 10773.
13. (a) Half, M. D.; Failes, T. W.; Yamamoto, N.; Hambley, T. W. Dalton Trans. 2007, 3983.
14. (b) Kobayashi, M.; Shimizu, S. Eur. J. Biochem. 1999, 261, 1.
15. (c) Craig, P. J. In Mercury and its Effects on Environment and Biology; Sigel, A.; Sigel, H., Eds.; Marcel Dekker: New York, 1999.
16. (d) Bernard, S. Mol. Psychiatry 2002, 7, S42.
17. Connors, K. A. In Binding Constants: The measurement of Molecular Complex Stability; Wiley: New York, 1987.
18. (a) Botta, B.; Delle Monache, G.; Salvatore, P.; Gasparrini, F.; Villani, C.; Botta, M.; Corelli, F.; Tafi, A.; Gacs-Baitz, E.; Santini, A.; Carvalho, C.; Misiti, D. J. Org. Chem. 1997, 62, 932.
19. (b) Botta, B.; Botta, M.; Filippi, A.; Tafi, A.; Delle Monache, G.; Speranza, M. J. Am. Chem. Soc. 2002, 124, 7658.
20. (c) Botta, B.; Subissati, D.; Tafi, A.; Delle Monache, G.; Filippi, A.; Speranza, M. Angew. Chem. Int. Ed. 2004, 43, 4767.
21. (d) Tafi, A.; Botta, B.; Botta, M.; Delle Monache, G.; Filippi, A.; Speranza, M. Chem. Eur. J. 2004, 10, 4126.
22. (e) Botta, B.; Caporuscio, F.; Subissati, D.; Tafi, A.; Botta, M.; Filippi, A.; Speranza, M. Angew. Chem. Int. Ed. 2006, 45, 2717.
23. Casnati, A.; Sciotto, D.; Arena, G. In Calixarenes 2001; Asfari, Z.; Bohmer, V.; Harrowfield, J.; Vicens, J., Eds.; Kluwer: Dordrecht (The Netherlands), 2001, 440-56.
24. Shi, Y.; Schneider, H.-J. J. Chem. Soc., Perkin Trans. 2 1999, 1797.
25. (a) Shimizu, S.; Shirakawa, S.; Suzuki, T.; Sasaki, Y. Tetrahedron 2001, 57, 6169.
26. (b) Shimizu, S.; Suzuki, T.; Sasaki, Y.; Hirai, C. Chem. Commun. 1997, 1629.
27. (c) Shimizu, S.; Suzuki, T.; Sasaki, Y.; Hirai, C. Synlett 2000, 1664.
28. (a) Dignam, C. F.; Zopf, J. J.; Richards, C. J.; Wenzel, T. J. J. Org. Chem. 2005, 70, 8071.
29. (b) Dignam, C. F.; Zopf, J. J.; Richards, C. J.; Wenzel, T. J. Org. Lett. 2005, 7, 1773.
30. (c) Yanagihara, R.; Tominaga, M.; Aoyama, Y. J. Org. Chem. 1994, 59, 6865.
31. Borgias, B. A.; Barclay, S. G.; Raymond, K. N. J. Coord. Chem. 1986, 15, 109.
32. Botta, B.; Delle Monache, G.; Ricciardi, P.; Zappia, G.; Seri, C.; Gacs-Baitz, E.; Csokasi, P.; Misiti, D. Eur. J. Org. Chem. 2000, 841.