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Synlett 1992; 1992(4): 354-356
DOI: 10.1055/s-1992-22013
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A Novel Synthesis of Hemispherands

Ryszard Ostaszewski* , Willem Verboom, David N. Reinhoudt
  • *Laboratory of Organic Chemistry, University of Twente, P.O. Box 217, NL-7500 AE Enschede, The Netherlands
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Publication Date:
08 March 2002 (online)

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A novel, flexible synthesis of hemispherands {2,5,8-trioxa[9](3,3″) m-terphenylophanes 5a-d} with different central aromatic groups is described. The key step comprises the introduction of the central aromatic ring in the last step of the synthesis via a Suzuki cross-coupling reaction using palladium tetrakis(triplienylphosphine) as a catalyst and sodium or potassium cations serving as a template ion in the macrocyclization.