Extraction behaviour of amino acid esters by functionalised calix[4]arenes

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 64, Issue 1-2, 2009, Pages 95-100

  Hamdi, Abdelwaheb ^a,b   Souane, Rachid ^a   Kim, Lidia ^c   Abidi, Rym ^b   Mutihac, Lucia ^c   Vicens, Jacques ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b University of Carthage   (Tunisia)

^c UNIVERSITY OF BUCHAREST   (Romania)

Author keywords

Calixarenes; Extraction; Synthesis

Indexed keywords

EID: 65649086102     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-009-9540-y     Document Type: Article

References (28)

1. Gutsche, C.D.: Calixarenes. The Royal Society of Chemistry, Cambridge (1989)
2. Asfari, Z., Böhmer, V., Harrowfield, J., Vicens, J. (eds.): Calixarenes 2001. Kluwer Academic Publishers, Dordrecht (2001)
3. Asfari, Z., Harrowfield, J., Vicens, J. (eds.): Calixarenes 50th Anniversary: Commemorative Volume. Kluwer Academic Publishers, Dordrecht, The Netherlands (1994)
4. Vicens, J., Harrowfield, J. (eds.): Calixarene in the Nanoworld. Springer, Dordrecht (2006)
5. AR Mustafina VV Skripacheva AI Konovalov 2007 Outer-sphere association of calixarenes and other macrocyclic ligands with metal complexes as the basis for the design of molecular devices Russ. Chem. Rev. 76 917 930 10.1070/RC2007v076n10ABEH003727
6. AW Coleman F Perret A Moussa M Dupin Y Guo H Perron 2007 Calix[n]arenes as protein sensors Top. Curr. Chem. 277 31 88 10.1007/128-2007-115
7. PJ Cragg KSJ Iqbal 2007 Transmembrane ion transport by calixarenes and their derivatives Dalton Trans. 1 26 32
8. Lumetta, G.L., Rogers, R.D., Gopalan, A.S. (eds.): Calixarenes for Separations. ACS Symposium series 757. American Chemical Society, Washington (2000)
9. Gutsche, C.D.: Calixarenes Revisited. The Royal Society of Chemistry, Cambridge (1998)
10. Böhmer, V., Vicens, J. (eds.): Calixarenes: a Versatile Class of Macrocyclic Compounds. Kluwer Academic Publishers, Dordrecht, The Netherlands (1991)
11. S Le Gac M Giorgi I Jabin 2007 Calix[6]arene tris-carboxylic acid derivatives: X-ray and NMR characterization of their remarkable host-guest properties toward ammonium ions Supramol. Chem. 19 185 197 10.1080/ 10610270600967038
12. L Mutihac H-J Buschmann E Diacu 2002 Calixarene derivatives as carriers in liquid membrane separation Desalination 148 253 256 10.1016/S0011-9164(02) 00706-3
13. L Mutihac H-J Buschmann A Tudorescu R Mutihac 2003 Some aspects of extractibility and transport of amino acids esters by calixarenes J. Incl. Phenom. Macrocycl. Chem. 47 123 128 10.1023/B:JIPH.0000011735.27476.61 (Pubitemid 39023794)
14. K Nakashima T Oshima M Goto 2002 Extraction of amino acids by calixarenes in an aliphatic organic solvent Solv. Extr. Res. Dev. Jpn. 9 69 79 (Pubitemid 38648733)
15. R Ludwig 2000 Calixarenes in analytical and separation chemistry Fresenius J. Anal. Chem. 367 103 128 10.1007/s002160051611
16. T Oshima M Goto S Furusaki 2002 Extraction behavior of amino acids by calix[6]arene carboxylic acid derivatives J. Incl. Phenom. Macrocycl. Chem. 43 77 86 10.1023/A:1020451421666 (Pubitemid 38075778)
17. T Oshima K Oishi K Ohto K Inoue 2006 Extraction of catecholamine by calixarene carboxylic acid derivatives J. Incl. Phenom. Macrocycl. Chem. 55 79 85 10.1007/s10847-005-9022-9
18. Y Okada Y Kasai J Nishimura 1995 The selective extraction and transport of amino acids by calix[4]arene-derived esters Tetrahedron Lett. 36 555 558 10.1016/0040-4039(94)02251-6
19. 3 symmetrical macrocycle Angew. Chem. Int. Ed. Engl. 35 72 74 10.1002/anie.199600721 (Pubitemid 126665470)
20. IS Antipin II Stoikov EM Pinkhassik N Fitseva I Stibor AI Konovalov 1997 Calix[4]arene based α-aminophosphonates: novel carriers for zwitterionic amino acids transport Tetrahedron Lett. 38 5865 5868 10.1016/S0040-4039(97) 01305-1 (Pubitemid 27342067)
21. LM Schlientz KS Hagen 2004 5,11,17,23-tetra-tert-butyl-26, 28-di-hydroxycalix[4]arene-25,27-dioxy-di-acetic acid N, N-dimethylformamide trisolvate Acta Crystallogr. C 60 533 535 10.1107/S010827010401323X
22. Arnaud-Neu, F., Fanni, S., Guerra, L., McGregor, W., Ziat, K., Schwing-Weill, M.-J., Barrett, G., McKervey, M.A., Marrs, D., Seward, E.M.: Cation complexation by chemically modified calixarenes. Part 7. Transport of alkali cations by p-tert-butylcalix[n]arene esters and amides. J. Chem. Soc. Perkin Trans. II, 113-118 (1995)
23. F Unob Z Asfari J Vicens 1998 An anthracene-based fluorescent sensor for transition metal ions derived from calix[4]arene Tetrahedron Lett. 39 2951 2954 10.1016/S0040-4039(98)00376-1 (Pubitemid 28184068)
24. I Oueslati R Abidi H Amri P Thuéry M Nierlich Z Asfari J Harrowfield J Vicens 2000 Cation and solvent-induced conformational changes of 25,27-dimethoxy-26, 28-dimethylester-p-tert-butylcalix[4]arene Tetrahedron Lett. 41 8439 8443 10.1016/S0040-4039(00)01230-2
25. R Abidi I Oueslati H Amri P Thuéry M Nierlich Z Asfari J Vicens 2001 Synthesis, structure and complexing properties of new calix[4](aza)crowns Tetrahedron Lett. 42 1685 1689 10.1016/S0040-4039(00)02356-X (Pubitemid 32467529)
26. A Hamdi R Abidi M Trabelsi Ayadi P Thuéry M Nierlich Z Asfari J Vicens 2001 Synthesis and cation complexation studies of a new tetra(2-pyridyl)amide calix[4]arene Tetrahedron Lett. 42 3595 3598 10.1016/S0040-4039(01)00532-9 (Pubitemid 32717265)
27. CJ Pedersen 1968 Ionic complexes of macrocyclic polyethers J. Fed. Proc. Fed. Am. Soc. Exp. Biol. 27 1305 1309
28. NEI Tayar RS Tsai PA Carrupt B Testa 1992 Octan-1-ol-water partition coefficients of zwitterionic α-amino acids. Determination by centrifugal partition chromatography and factorization into steric/hydrophobic and polar components J. Chem. Soc. Perkin Trans. 2 79 84 10.1039/p29920000079