Benzocrown derivatives as ionophores for alkali cations, II. Synthesis and comparison of urethane‐, ether‐, and ester‐linked bis‐crown compounds and several „crown‐ring free” analogues

L. Tőke, I. Bitter, B. Ágai, Z. Hell, Ernő Lindner, K. Tóth, Mária Horváth, Salman Harfouch, Ernő Pungor

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Abstract

Nitro derivatives of bis‐crown ethers with urethane (2), ether (10), and ester (9, 16) linkage not being able to form hydrogen bridges were synthesized, and their K+ selectivities were determined. A remarkable effect of the NO2 group on the selectivity was observed when a NO2…NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters. Several analogues without the crown ether ring (25, 26) were also prepared, but these compounds lost their alkaline ionophore properties.

Original languageEnglish
Pages (from-to)549-554
Number of pages6
JournalLiebigs Annalen der Chemie
Volume1988
Issue number6
DOIs
Publication statusPublished - 1988

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Crown Ethers
urethanes
Ethers
Urethane
Ionophores
Alkalies
Ether
Cations
Hydrogen
ethers
alkalies
Hydrogen bonds
Esters
analogs
Derivatives
cations
synthesis
selectivity
linkages
esters

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "Nitro derivatives of bis‐crown ethers with urethane (2), ether (10), and ester (9, 16) linkage not being able to form hydrogen bridges were synthesized, and their K+ selectivities were determined. A remarkable effect of the NO2 group on the selectivity was observed when a NO2…NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters. Several analogues without the crown ether ring (25, 26) were also prepared, but these compounds lost their alkaline ionophore properties.",
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T1 - Benzocrown derivatives as ionophores for alkali cations, II. Synthesis and comparison of urethane‐, ether‐, and ester‐linked bis‐crown compounds and several „crown‐ring free” analogues

AU - Tőke, L.

AU - Bitter, I.

AU - Ágai, B.

AU - Hell, Z.

AU - Lindner, Ernő

AU - Tóth, K.

AU - Horváth, Mária

AU - Harfouch, Salman

AU - Pungor, Ernő

PY - 1988

Y1 - 1988

N2 - Nitro derivatives of bis‐crown ethers with urethane (2), ether (10), and ester (9, 16) linkage not being able to form hydrogen bridges were synthesized, and their K+ selectivities were determined. A remarkable effect of the NO2 group on the selectivity was observed when a NO2…NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters. Several analogues without the crown ether ring (25, 26) were also prepared, but these compounds lost their alkaline ionophore properties.

AB - Nitro derivatives of bis‐crown ethers with urethane (2), ether (10), and ester (9, 16) linkage not being able to form hydrogen bridges were synthesized, and their K+ selectivities were determined. A remarkable effect of the NO2 group on the selectivity was observed when a NO2…NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters. Several analogues without the crown ether ring (25, 26) were also prepared, but these compounds lost their alkaline ionophore properties.

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