Four mono-quinolin-8-yl-substituted (thia)calix[4]arenes via oligooxyethylene spacers (1a–b and 2a–b) were synthesised conveniently in one step. Their structures and conformations were characterised by 1H NMR and ESI-MS spectra. Their coordination properties were studied by fluorescence spectra titration in CH3CN. All of them can form stable 1:1 complex with Zn(II) and Mg(II) ions, respectively. The stability constants of thiacalix[4]arene (2a and 2b) derivatives are higher than those of the calix[4]arene analog (1a and 1b).
AsfariZ., BöhmerV., HarrowfieldJ., and VicensJ., Calixarenes2001. Kluwer Academic publ. PO Box 173300 AA Dordrecht, Netherlands.
3.
(a) ZlatuškováP., StiborI., TkadlecováM., and LhotákP., Tetrahedron, 2004, 60, 11383; (b) S.K. Kim, J.K. Lee, S.H. Lee, M.S. Lim, S.W. Lee, W. Sim and J.S. Kim, J. Org. Chem., 2004, 69, 2877; (c) Y. Jin, X. Li, S.L. Gong and Y.Y. Chen, J. Chem., Res.,-S 2005, 4, 240.
4.
(a) MétivierR., LerayI., and ValeurB., Chem. Commun., 2003, 8, 996; (b) M.J. Choi, M.Y. Kim and S.K. Chang, Chem. Commun., 2001, 17, 1664.
5.
(a) DudicM., LhotakP., StiborI., PetrickovaH., and LangK., New J. Chem., 2004, 28, 85; (b) Y. Higuchi, M. Narita, T. Niimi, N. Ogawa, F. Hamada, H. Kumagai, N. Iki, S. Miyano and C. Kabuto, Tetrahedron, 2000, 56, 4659.