Membrane extraction of organic compounds 3. A new receptor fragment for carboxylate groups based of the calix[4]arene platform

Russian Chemical Bulletin

Volumn 50, Issue 11, 2001, Pages 2134-2143

  Antipin, I S ^a,b   Stoikov, I I ^a   Khrustalev, A A ^a   Konovalov, A I ^a,b  

^a KAZAN FEDERAL UNIVERSITY   (Russian Federation)

^b A E ARBUZOV INSTITUTE OF ORGANIC AND PHYSICAL CHEMISTRY   (Russian Federation)

Author keywords

amino acids; hydroxy acids; Alkylation; Calix 4 arene; Membrane transport

Indexed keywords

EID: 0035541786     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1015005502810     Document Type: Article

References (47)

1. I. S. Antipin, I. I. Stoikov, S. A. Repeikov, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 1998, 1 746 [Russ. Chem. Bull., 1998, 47, 1697 (Engl. Transl.)].
2. I. S. Antipin, I. I. Stoikov, S. A. Repeikov, and A. I. Konovalov, Izv. Akad. Nauk, Ser. Khim., 1998, 1 746 [Russ. Chem. Bull., 1998, 47, 1697 (Engl. Transl.)].
3. C. J. Pedersen, J. Am. Chem. Soc., 1967, 89, 7017.
4. J.-M. Lehn, Angew. Chem., Int. Ed., 1988, 27, 89.
5. J. Vicens and V. Boehmer, Calixarenes: A Versatile Class of Macrocyclic Compounds, Kluwer Academic Publishers, Dorbrecht, 1990, 261 p.
6. C. D. Gutsche in Calixarenes; Ed. J. F. Stoddart, Royal Society of Chemistry, Cambridge, 1989, 225 p.
7. O. Aleksiuk, F. Grynszpan, and S. E. Biali, J. Incl. Phen. Mol. Recogn., 1994, 19, 237.
8. C. D. Gutsche, B. Dhawan, J. A. Levine, Kwang Hyun No, and L. J. Bauer, Tetrahedron, 1982, 39, 409.
9. E. Kimura, A. Sakonaka, T. Yatsunami, and M. Kodama, J. Am. Chem. Soc., 1981, 103, 3041.
10. B. Dietrich, M. W. Hosseini, J.-M. Lehn, and R. B. Sessions, J. Am. Chem. Soc., 1981, 103, 1282.
11. C. Raposo, M. Crego, M. L. Mussons, M. C. Caballero, and J. R. Moron, Tetrahedron Lett., 1994, 35, 3409.
12. F. de la Torre, S. Gonzalez, E. G. Campous, L. Mussons, J. R. Moran, and C. Caballero, Tetrahedron Lett., 1997, 38, 8591.
13. A. Casnati, Gazz. Chim. Ital., 1997, 127, 637.
14. J. Scheerder, J. F. J. Engbersen, A. Casnati, R. Ungaro, and D. N. Reinhoudt, J. Org. Chem., 1995, 60, 6448.
15. G. J. Pernia, J. D. Kilburn, and M. Rowley, J. Chem. Soc., Chem. Commun., 1995, 305.
16. C. Seel, A. Galan, and J. de Mendoza, Top. Curr. Chem., 1995, 175, 101.
17. J. Rebek, D. Nemeth, P. Ballester, and F.-T. Lin, J. Am. Chem. Soc., 1987, 109, 3474.
18. J. Rebek, Angew. Chem., Int. Ed., 1990, 29, 245.
19. N. Pant and A. D. Hamilton, J. Am. Chem. Soc., 1988, 110, 2002.
20. F. G. Tellado, S. Goswami, S. K. Chang, S. J. Geib, and A. D. Hamilton, J. Am. Chem. Soc., 1990, 112, 7393.
21. C. Vicent, S. C. Hirst, F. Garcia-Tellado, and A. D. Hamilton, J. Am. Chem. Soc., 1991, 113, 5466.
22. A. E. Martell and R. J. Motekaitis, J. Am. Chem. Soc., 1988, 110, 8059.
23. C. R. Graham and L. M. Stephenson, J. Am. Chem. Soc., 1977, 99, 7100.
24. P. D. Beer, J. Chem. Soc., Chem. Commun., 1996, 689.
25. M. Zinis, L. Frkanes, V. Skarik, J. Trafton, and G. W. Gokel, J. Chem. Soc., Chem. Commun., 1990, 1726.
26. M. Zinis, L. Frkanes, V. Skarik, J. Trafton and G. W. Gokel, Supramol. Chem., 1992, 1, 47.
27. F. P. Schmidtchen and M. Berger, Chem. Rev., 1997, 97, 2182.
28. A. Echavarren, A. Galan, J. de Mendoza, A. Salmeron, and J.-M. Lehn, Helv. Chim. Acta, 1988 71, 685.
29. G. Muller, J. Riede, and F. P. Schmidtchen, Angew. Chem., Int. Ed. Engl., 1988, 27, 1516.
30. B. Dietrich, T. M. Fyles, J.-M. Lehn, L. G. Pease, and D. L. J. Fyles, J. Chem. Soc., Chem. Commun., 1978, 934.
31. F. P. Schmidtchen, Chem. Ber., 1980, 113, 2175.
32. A. Echavarren, A. Galan, J.-M. Lehn, and J. de Mendoza, J. Am. Chem. Soc., 1989, 111, 4994.
33. A. Gleich and F. P. Schmidtchen, Chem. Ber., 1990, 123, 907.
34. F. P. Schmidtchen, Tetrahedron Lett., 1990, 31, 2269.
35. H. Kurzmeier and F. P. Schmidtchen, J. Org. Chem., 1990, 55, 3749.
36. A. Metzger, W. Peschke, and F. P. Schmidtchen, Synthesis, 1995, 566.
37. I. I. Stoikov, N. A. Fitseva, I. S. Antipin, and A. I. Konovalov, Phosphorus Sulfur Silicon Relat. Elem., 1999, 147, 11.
38. S. Yu. Ivakhno, A. V. Afanas'ev, and G. A. Yagodin, Membrannaya ekstraktsiya. Itogi Nauki i Tekhniki. Ser. Neorganicheskaya khimiya [Membrane Extraction. Advances and Science and Engineering. Ser. Inorganic Chemistry], VINITI, , 1990, 18, 174 pp.
39. C. D. Gutshe, M. Iqbal, and D. Stewart, J. Org. Chem., 1986, 51, 742.
40. A. Casnati, Gazz. Chim. Ital., 1997, 127, 637.
41. A. Arduni and A. Casnati, Calixarenes, in Macrocyclic Synthesis: a Practical Approach, Ed. D. Parker, Oxford University Press, Oxford, 1996, 145.
42. Qi-Yu Zheng, C.-F. Chen, and Z.-T Huang, Tetrahedron, 1997, 53, 10345.
43. A. Pochini and R. Ungaro, in Comprehensive Supramolecular Chemistry, Vol. 2, Eds. J. L. Atwood, J. E. D. Davies, D. D. MacNicol, and F. Vögtle, Pergamon, Oxford, 1996, 103.
44. A. Arduini, A. Pochini, A. Secchi, F. Ugozzoli, in Calixarenes 2001, Eds. Z. Asfari, V. Bohmer, J. Harrowfield, J. Vicent, Kluwer Academic Publishers, Netherlands, 2001, 457.
45. S. Smirnov, V. Sidorov, E. Pinkhassik, J. Havlichek, and I. Stibor, Supramol. Chem., 1997, 8, 187.
46. V. V. Gorbatchuk, A. G. Tsifarkin, I. S. Antipin, B. N. Solomonov, A. I. Konovalov, J. Seidel, and F. Baitalov, J. Chem. Soc., Perkin Trans., 2, 2000, 2287.
47. V. V. Gorbatchuk, A. G. Tsifarkin, I. S. Antipin, B. N. Solomonov, and A. I. Konovalov, J. Inclusion Phenom. Macrocyclic Chem., 1999, 35, 389.