Amplification of dynamic chiral crown ether complexes during cyclic acetal formation

Benzion Fuchs*, Alshakim Nelson, Alexander Star, J. Fraser Stoddart, Sébastien Vidal

*Corresponding author for this work

Research output: Contribution to journalArticle

73 Scopus citations

Abstract

The dynamic duo: A more than tenfold increase in the yield of the chiral macropolycyclic polyether containing two 2,6-disubstituted 1,3,5,7-cis-tetraoxadecalin systems was obtained under thermodynamic conditions from a dynamic combinatorial virtual library with templating cesium ions (> 95 % yield, see schematic representation) relative to kinetic syntheses (< 8 % yields in their macropolycyclization steps), even when the same template was used.

Original languageEnglish (US)
Pages (from-to)4220-4224
Number of pages5
JournalAngewandte Chemie - International Edition
Volume42
Issue number35
DOIs
StatePublished - Sep 15 2003

Keywords

  • Combinatorial chemistry
  • Macrocycles
  • Supramolecular chemistry
  • Template synthesis
  • Transacetalation

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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