Anion receptors based on ureido-substituted thiacalix[4]arenes and calix[4]arenes

作者：Kroupa Jan; Stibor Ivan; Pojarova Michaela; Tkadlecova Marcela; Lhotak Pavel^*

来源：Tetrahedron, 2008, 64(43): 10075-10079.

DOI：10.1016/j.tet.2008.08.030

• Thiacalixarene
• Self-Assembly
• X-ray crystallography

The regioselective nitration of 25,27-dipropoxythiacalix[4]arene was carried out as a key step in the synthesis of thiacalix[4]arene derivative bearing two arylureido functions on the upper rim. The pre-organisation of ureido units using the thiacalix[4]arene/calix[4]arene moieties as a molecular scaffold gave novel anion receptors. These compounds, albeit based on hydrogen bonding interactions, show good complexation ability even in highly HB-competitive solvent, such as DMSO. Direct comparison of otherwise identical structures 6a and 7a revealed remarkable dominance of the thiacalix[4]arene derivative over its classical analogue in anion binding.

• 出版日期2008-10-20