Beilstein Journal of Organic Chemistry (Dec 2013)

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

  • Christina Lohoelter,
  • Malte Brutschy,
  • Daniel Lubczyk,
  • Siegfried R. Waldvogel

DOI
https://doi.org/10.3762/bjoc.9.317
Journal volume & issue
Vol. 9, no. 1
pp. 2821 – 2833

Abstract

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The readily available ex-chiral-pool building block (−)-isosteviol was combined with the C3-symmetric platforms hexahydroxytriphenylene and hexaaminotriptycene providing large and rigid molecular architectures. Because of the persistent cavities these scaffolds are very potent supramolecular affinity materials for head space analysis by quartz crystal microbalances. The scaffolds serve in particular as templates for tracing air-borne arenes at low concentration. The affinities of the synthesized materials towards different air-borne arenes were determined by 200 MHz quartz crystal microbalances.

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