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Updated: Apr 28, 2026

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Mercuration of thiacalix[4]arenes in the cone and 1,3-alternate conformations
1Department of Organic Chemistry, Institute of Chemical Technology, Prague (ICTP), Technicka 6, 166 28 Prague 6, Czech Republic. lhotakp@vscht.cz.
Abstract:
The first mercuration in the thiacalixarene series using thiacalix[4]arenes immobilized in the cone or 1,3-alternate conformations gave a mixture of two monomercurated regioisomers (meta and para) in approx. 4 : 1 and 2 : 1 ratios, respectively. The organomercurial intermediates show unusual solid-state behaviour, as evidenced by the formation of η(6) complexes, and can be easily transformed into halogen-substituted derivatives, so far inaccessible in thiacalixarene chemistry. This paves the way towards the synthesis of inherently chiral thiacalixarene-based receptors with an unusual substitution pattern.
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