New supramolecular host systems. 41. novel diacetal podands, diazacrowns and cryptands

Klaus Frische, Moshe Greenwald, Eli Ashkenasi, N. Gabriel Lemcoff, Sarah Abramson, Larisa Golender, Benzion Fuchs

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

New and important key podands bearing the cis-1,3,5,7-tetraoxadecalin (TOD) core are reported, viz., 2,6-di(hydroxymethyl)- (2) and 2,6-di(aminomethyl)-cis-1,3,5,7-TOD (6), which lead to the first diazacrown-TOD compounds (9a) and (9b) and a corresponding cryptand (11) in the series. 9a&b exhibit very good alkali and earth-alkali ion inclusion ability with selectivity for K+ and Ba+2 . Molecular dynamics (Insight/Discover/AMBER) on the crowns and cryptand were performed, including reparametrized MM3-GE calculations. A convincing case for the TOD based hosts was thus established.

Original languageEnglish
Pages (from-to)9193-9196
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number50
DOIs
StatePublished - 11 Dec 1995
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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