Anion binding to monotopic and ditopic macrocyclic amides

Ivan V. Korendovych, Mimi Cho, Phillip L. Butler, Richard J. Staples, Elena V. Rybak-Akimova

Research output: Contribution to journalArticle

57 Scopus citations

Abstract

Binding of fluoride anion as well as carboxylic acid tetraalkylammonium salts by macrocyclic compounds of different size was studied by NMR in DMSO-d6. It has been found that at least a 15-membered ring is necessary for successful recognition of fluoride. Larger macrocycles obtained in a [2 + 2] cyclization were shown to bind dicarboxylic acid salts. Effects of binding topicity are discussed.

Original languageEnglish (US)
Pages (from-to)3171-3174
Number of pages4
JournalOrganic Letters
Volume8
Issue number15
DOIs
StatePublished - Jul 20 2006
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Korendovych, I. V., Cho, M., Butler, P. L., Staples, R. J., & Rybak-Akimova, E. V. (2006). Anion binding to monotopic and ditopic macrocyclic amides. Organic Letters, 8(15), 3171-3174. https://doi.org/10.1021/ol060786r