About: Synthesis and conformational behaviour of lower-rim tetraacetylated thiacalix[4]arenes     Goto   Sponge   NotDistinct   Permalink

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  • The acylation of thiacalix[4]arenes with AcCl or Ac2O gave the corresponding lower-rim tetraacetoxy derivatives. In contrast to classical calix[4]arenes, tetraacetylated thiacalix[4]arenes are conformationally mobile in solution and represent a thermodynamic equilibrium of three different conformers at room temperature. As proven by a dynamic 1H NMR study, conformational preferences of acetylated thiacalix[4]arenes considerably depend on the upper-rim substitution. Hence, t-Bu thiacalixarene prefers 1,3-alternate and 1,2-alternate conformations (43% and 38%, respectively), while the upper-rim unsubstituted compound adopts preferably the partial cone conformation (70%).
  • The acylation of thiacalix[4]arenes with AcCl or Ac2O gave the corresponding lower-rim tetraacetoxy derivatives. In contrast to classical calix[4]arenes, tetraacetylated thiacalix[4]arenes are conformationally mobile in solution and represent a thermodynamic equilibrium of three different conformers at room temperature. As proven by a dynamic 1H NMR study, conformational preferences of acetylated thiacalix[4]arenes considerably depend on the upper-rim substitution. Hence, t-Bu thiacalixarene prefers 1,3-alternate and 1,2-alternate conformations (43% and 38%, respectively), while the upper-rim unsubstituted compound adopts preferably the partial cone conformation (70%). (en)
  • Nová syntéza těchto sloučenin spočívá v kombinaci acylace a alkylace . (cs)
Title
  • Synthesis and conformational behaviour of lower-rim tetraacetylated thiacalix[4]arenes
  • Syntéza a konformační chování tetrasubstituovaných thiacalixarenů (cs)
  • Synthesis and conformational behaviour of lower-rim tetraacetylated thiacalix[4]arenes (en)
skos:prefLabel
  • Synthesis and conformational behaviour of lower-rim tetraacetylated thiacalix[4]arenes
  • Syntéza a konformační chování tetrasubstituovaných thiacalixarenů (cs)
  • Synthesis and conformational behaviour of lower-rim tetraacetylated thiacalix[4]arenes (en)
skos:notation
  • RIV/60461373:22310/08:00020016!RIV09-GA0-22310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA104/07/1242)
http://linked.open...iv/cisloPeriodika
  • 9
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 398734
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  • RIV/60461373:22310/08:00020016
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  • thiacalixarenes O-substitution conformation (en)
http://linked.open.../riv/klicoveSlovo
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  • GB - Spojené království Velké Británie a Severního Irska
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  • [57E5A28BFF73]
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  • Tetrahedron Letters
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http://linked.open...v/svazekPeriodika
  • 49
http://linked.open...iv/tvurceVysledku
  • Pojarová, Michaela
  • Dvořáková, Hana
  • Lhoták, Pavel
  • Stibor, Ivan
  • Šimánová, Markéta
http://linked.open...ain/vavai/riv/wos
  • 000253280500023
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  • 0040-4039
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  • 22310
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