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Synthesis 1997; 1997(6): 643-648
DOI: 10.1055/s-1997-4506
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Synthesis of Neutral, Water-Soluble Calix[4]arenes

Marcel H.B. Grote Gansey, Frank J. Steemers, Willem Verboom, David N. Reinhoudt*
  • *Laboratory of Supramolecular Chemistry and Technology, University of Twente, P.O. Box 217, NL-7500 AE Enschede, The Netherlands, Fax +31(53)4894645; E-mail: smct@ct.utwente.nl
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Publication Date:
31 December 2000 (online)

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Novel neutral water-soluble calix[4]arenes were synthesized via chlorosulfonylation of lower rim functionalized calix[4]arenes followed by reaction with hydroxyl group containing amines. The solubility of these calix[4]arenes sulfonamides in water varies from ∼ 10-5 to 3.1⋅10-1 M. A route via hydrophobically protected amines improves the purification.

neutral water-soluble calix[4]arenes one-step (de)protection