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Abstract <p>In modern supramolecular chemistry, the ability to bind to a guest has been realized by various classes of cyclophanes consisting of a single macrocyclic backbone. However, more complex functions such as chiral recognition and high catalytic efficiency can be achieved by covalently combining several macrocyclic platforms. In this study, novel hybrid multicyclophanes containing amide and ammonium fragments based on pillar[5]arene and <i>p-tert</i>-butylthiacalix[4]arene in <i>cone</i> and <i>1,3-alternate</i> conformations were synthesized for the first time. The structure of the synthesized multicyclophanes was confirmed by a set of physical methods. The DLS method showed the ability of the synthesized multicyclophanes to form supramolecular associates in methanol. The TEM data showed the formation of associates of different shapes depending on the conformation of the multicyclophane. The obtained results open up prospects for using multicyclophane systems as more efficient tunable supramolecular receptors and new generation catalysts.</p>

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Hybrid Multicyclophanes Containing para-and meta-Cyclophane Residues: Synthesis and Supramolecular Self-Assembly

  • 期刊论文

  • 发表日期：

    2025年5月21日

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  • D. N. Shurpik,
  • A. F. Gazizova,
  • P. L. Padnya,
  • I. I. Stoikov

摘要

Abstract

In modern supramolecular chemistry, the ability to bind to a guest has been realized by various classes of cyclophanes consisting of a single macrocyclic backbone. However, more complex functions such as chiral recognition and high catalytic efficiency can be achieved by covalently combining several macrocyclic platforms. In this study, novel hybrid multicyclophanes containing amide and ammonium fragments based on pillar[5]arene and p-tert-butylthiacalix[4]arene in cone and 1,3-alternate conformations were synthesized for the first time. The structure of the synthesized multicyclophanes was confirmed by a set of physical methods. The DLS method showed the ability of the synthesized multicyclophanes to form supramolecular associates in methanol. The TEM data showed the formation of associates of different shapes depending on the conformation of the multicyclophane. The obtained results open up prospects for using multicyclophane systems as more efficient tunable supramolecular receptors and new generation catalysts.