Collect. Czech. Chem. Commun. 2000, 65, 757-771
https://doi.org/10.1135/cccc20000757

Synthesis and 1H NMR Complexation Study of Thiacalix[4]arene Tetraacetates

Pavel Lhotáka,*, Václav Šťastnýa, Petra Zlatuškováa, Ivan Stibora, Veronika Michlováb, Marcela Tkadlecováb, Jaroslav Havlíčekb and Jan Sýkorac

a Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, 166 28 Prague 6, Czech Republic
b Department of Analytical Chemistry, Prague Institute of Chemical Technology, Technická 5, 166 28 Prague 6, Czech Republic
c Department of Solid State Chemistry, Prague Institute of Chemical Technology, Technická 5, 166 28 Prague 6, Czech Republic

Abstract

Alkylation of thiacalix[4]arenes with ethyl bromoacetate led to high yields (≈60%) of corresponding tetraacetates in various conformations (cone, partial cone, 1,3-alternate) depending strictly on the carbonate (Na, K, Cs) used for the reaction. The complexation ability of new compounds was studied by 1H NMR.

Keywords: Calixarenes; Thiacalixarenes; Alkylation; NMR spectroscopy; X-Ray diffraction; Complexation; Alkali metal cations.

References: 25 live references.