Abstract
A new series of the cone-shaped tetraalkoxycalix[4]arenes substituted at the wide rim with four phosphomethyl groups have been synthesized by the Arbuzov, Michaelis–Becker and Aterthon–Todd reactions of the chloromethyl or phenylhydrophosphinylmethylcalix[4]arenes. Their binding properties towards Eu3+ and Am3+ cations were investigated by the liquid–liquid extraction method. Due to the ‘calixarene effect’ the tetraphosphorylated calixarenes are more effective extractants for the metal cations than their acyclic analogs or some industrial extractants such as trialkylphosphinoxides, carbamoylphosphinoxide, bis-2-diethylhexyl phosphoric acid.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Actinide and Fission Product Partitioning and Transmutaion, Fifth Int. Inform. Meet, Belgium (1998); C. Davies (ed.), Radioactive Waste Management Strategies and Issue, Eur. Com., Luxembourg (2000).
M. Baaden, F. Berny, C. Boehme, N. Muzet, R. Schurhammer, and G. Wip.: J. Alloys Comp. 303-304, 104 (2000).
V.V. Babain and A.Yu. Shadrin: In: Chemical Separation Technologies and Related Methods of Nuclear Wastes Management, Kluwer Academic Publishers, The Netherlands (1999), p. 135.
M. Hugon (ed.), Overview of the EU Research Projects on Partitioning and Transmutation of Long-lived Radionuclides, Euroatom, Brussels (2000).
V. Böhmer: Angew. Chem., Int. Ed. Engl. 34, 713 (1995); C.D. Gutsche: Calixarenes Revisited, RSC, Cambridge (1998); D. Diamond and M.A. McKervey: Chem. Soc. Rev. 15 (1996); G.J. Lumetta, R.D. Rogers, and A.S. Gopalan (eds.), Calixarenes for Separations, ACS, Washington (2000); L. Mandolini and R. Ungaro (eds.), Calixarenes in Action, Imperial College Press, Singapore (2000).
J.F. Dozol, M.J. Schwing-Weill, F. Arnaud-Neu, V. Boehmer, R. Ungaro, F.C.J.M. van Veggel, G. Wip., A. Costero, J.F. Desreux, and J. de Mendoza: Final Report FI4W-CT96-0022, Eur. Com., Nuclear Science and Technology, (2000).
F. Arnaud-Neu, V. Böhmer, J.F. Dozol, C. Grüttner, R.A. Jakobi, D. Kraft, H. Mauprivez Rouquette, M.J. Schwing-Weill, N. Simon and W. Vogt: J. Chem. Soc., Perkin Trans. 2, 1175 (1996); L.H. Demau, N. Simon, M.J. Schwing-Weill, F. Arnaud-Neu, J.F.Dozol, S. Eymard, B. Tournois, V. Böhmer, C. Grüttner, C. Musigmann, and A. Tunayar: Chem. Commun. 1627 (1998); S.E. Matthews, M. Saadioui, V. Böhmer, S. Barboso, F. Arnaud-Neu, M.J. Schwing-Weill, A.G. Carrera, and J.F. Dozol: J. Prakt. Chem. 341, 264 (1999); A. Arduini, V. Bohmer, L. Delmau, J.F. Desreux, J.F. Dozol, M.A.G. Carrera, B. Lambert, C.Musigmann, A. Pochini, A. Shivanyuk, and F. Ugozzoli: Chem. Eur. J. 6, 2135 (2000).
F. Arnaud-Neu, J.K. Browne, D. Byrne, D.J. Marrs, M.A. McKervey, P. O'Hagan, M.J. Schwing-Weill, and A. Walker: Chem. Eur. J. 5, 175 (1999); J.F. Malone, D.J. Marrs, M.A. McKervey, P. O'Hagan, N. Thomson, A. Walker, F. Arnaud-Neu, O. Mauprivez, M.J. Schwing-Weill, J.F. Dozol, H. Rouquette, and N. Simon: J. Chem. Soc., Chem. Commun. 2151 (1995).
M.J. Schwing-Weill and F. Arnaud-Neu: Gazz. Chim. Ital. 127, 687 (1997); J.F. Dozol, V. Boehmer, M.A. McKervey, F. Lopez-Calahorra, D. Reinhoudt, M.J. Schwing-Weill, R. Ungaro, and G. Wip.: Report EUR. 17615EN, Eur. Com., Nuclear Science and Technology (1997).
A.V. Solovyov, L.I. Atamas, O.V. Klimchuk, V.L. Rudzevich, A.B. Drapailo, V.I. Kalchenko, A.A. Varnek, and G. Wip.: In C. Davies (ed.), EURADWASTE 1999. Radioactive Waste Management Strategies and Issues, Eur. Com., Luxembourg (2000), p. 523.
T.A. Mastryukova and M.I. Kabachnik: Uspekhi Khimii (Russ. J. Chem.) 38, 1751 (1969).
F. Berny, N. Muzet, L. Troxler, A. Dedieu, and G. Wip.: Inorg. Chem. 38, 1244 (1999).
Inorganic Chemistry: Principles of Structure and Reactivity, 4th edn. Harper Collins, New York, USA, (1993).
M. Almi, A. Arduini, A. Casnati, A. Pochini, and R. Ungaro: Tetrahedron 45, 2176 (1989); T. Arimura, T. Nagasaki, S. Shinkai, and T. Matsuda: J. Org. Chem. 54, 3766 (1989); S. Ozegowski, B. Costisella, and J. Gloede: Phosphorus, Sulfur, Silicon 119, 203 (1996).
E.N. Tsvetkov, N.A. Bondarenko, I.G. Malakova, and M.I. Kabachnik: Synthesis 198 (1986).
L. Atamas, O. Klimchuk, V. Rudzevich, V. Pirozhenko, V. Kalchenko, I. Smirnov, V. Babain, T. Efremova, A. Varnek, G. Wip., F. Arnaud-Neu, M. Roch, M. Saadioui, and V. Böhmer: J. Supramol., Chem. 2, 421 (2002).
J.O. Magrans, J. de Mendoza, M. Pons, and P. Prados: J. Org. Chem. 62, 4518 (1997).
N.G. Feschenko and G.K. Gorbatenko: J. Gen. Chem. (Russia) 62, 1481 (1992).
B.N. Zaitsev, I.B. Kvasnitskiy, and V.P. Popik: Radiochemistry (Russia), 27(4), 445 (1985).
S. Kanamathareddy and C.D. Gutsche: J. Org. Chem. 57, 3160 (1992).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Klimchuk, O., Atamas, L., Miroshnichenko, S. et al. New Wide Rim Phosphomethylated Calix[4]arenes in Extraction of Americium and Europium. Journal of Inclusion Phenomena 49, 47–56 (2004). https://doi.org/10.1023/B:JIPH.0000031112.16272.17
Issue Date:
DOI: https://doi.org/10.1023/B:JIPH.0000031112.16272.17