Abstract
Template effect of alkali metal ions was employed to prepare three isomers of tetraamide of p-tert-butylthiacalix[4]arene: cone, partial cone and 1,3-alternate. It was demonstrated that pre-organization of four amide fragments attached to the calix[4]arene platform has a strong macrocyclic cooperative effect on the extraction ability of the title hosts.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
C. D. Gutsche, Calixarenes Revisited. Monographs in Supramolecular Chemistry, J. F. Stoddart (ed.), RSC, L. (1998).
L. Mandolini and R. Ungaro (eds.), Calixarenes in Action, Imperial College Press, L. (2000).
Z. Asfari, V. Bohmer, J. M. Harrowfield, and J. Vicens (eds.), Calixarenes 2001, Kluwer Academic Publishers, Dordrecht (2001).
H. Kumagai, M. Hasegawa, S. Miyanari, et al., Tetrahedron Lett., 38, 3971/3972 (1997).
N. Iki, C. Kabuto, T. Fukushima, et al., Tetrahedron, 56, 1437–1443 (2000).
N. Iki, F. Narumi, T. Fujimoto, et al., J. Chem. Soc., Perkin Trans. 2, 2745–2750 (1998).
I. I. Stoikov, O. A. Omran, S. E. Solovieva, et al., Tetrahedron, 59, 1469–1476 (2003).
H. Akdas, G. Mislin, E. Graf, et al., Tetrahedron Lett., 40, 2113–2116 (1999).
V. I. Kovalenko, A. V. Chernova, E. I. Borisoglebskaya, et al., Izv. Ross. Akad. Nauk, Ser. Khim., No. 5, 762–767 (2002).
A. Arduini, E. Ghidini, A. Pochini, et al., J. Inclus. Phenom., 6, 119–134 (1998).
P. D. Beer, M. G. B. Drew, and M. I. Ogden, J. Chem. Soc., Dalton Trans., 1489–1491 (1997).
P. D. Beer, M. G. B. Drew, P. A. Gale, et al., ibid., 3479–3485 (1994).
R. Lamartine, C. Bavoux, F. Vocanson, et al., Tetrahedron Lett., 42, 1021–1024 (2001).
A. F. Danil de Namour, A. Pugliese, A. R. Casal, et al., Phys. Chem. Chem. Phys., 2, 4355–4360 (2000).
Author information
Authors and Affiliations
Additional information
Original Russian Text Copyright © 2005 by S. E. Solov’eva, A. O. Omran, M. Gruener, W. D. Habicher, I. S. Antipin, and A. I. Konovalov
__________
Translated from Zhurnal Strukturnoi Khimii, Vol. 46, Supplement, pp. S19–S24, 2005.
Rights and permissions
About this article
Cite this article
Solov’eva, S.E., Omran, A.O., Gruener, M. et al. Synthesis and extraction properties of preorganized host molecules based on tetraamides of thiacalix[4]arene. J Struct Chem 46 (Suppl 1), S16–S21 (2005). https://doi.org/10.1007/s10947-006-0145-7
Received:
Issue Date:
DOI: https://doi.org/10.1007/s10947-006-0145-7