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  • A novel thiacalix[4]arene derivative bearing four phenyl groups on the upper rim was prepared by the direct condensation of biphenyl-4-ol with elemental sulphur. As revealed by X-ray diffraction analysis, this compound adopts the cone conformation in thesolid state, thus creating a cavity with an extended -aromatic system potentially applicable for solid-state inclusion of suitable molecules. Subsequent alkylation (RI/K2CO3/acetone, R=Me, Et, Pr) yielded tetraalkylated derivatives, which were studied f or their conformational preferences using 1H NMR spectroscopy. While the Me or Et derivatives are conformationally mobile and exhibit thermodynamic equilibria of several conformers in solution (CDCl3 or CD2Cl2), the corresponding propoxy derivative is infinitely stable at room temperature.
  • A novel thiacalix[4]arene derivative bearing four phenyl groups on the upper rim was prepared by the direct condensation of biphenyl-4-ol with elemental sulphur. As revealed by X-ray diffraction analysis, this compound adopts the cone conformation in thesolid state, thus creating a cavity with an extended -aromatic system potentially applicable for solid-state inclusion of suitable molecules. Subsequent alkylation (RI/K2CO3/acetone, R=Me, Et, Pr) yielded tetraalkylated derivatives, which were studied f or their conformational preferences using 1H NMR spectroscopy. While the Me or Et derivatives are conformationally mobile and exhibit thermodynamic equilibria of several conformers in solution (CDCl3 or CD2Cl2), the corresponding propoxy derivative is infinitely stable at room temperature. (en)
Title
  • Synthesis of deep.cavity thiacalix(4)arene
  • Synthesis of deep.cavity thiacalix(4)arene (en)
skos:prefLabel
  • Synthesis of deep.cavity thiacalix(4)arene
  • Synthesis of deep.cavity thiacalix(4)arene (en)
skos:notation
  • RIV/60461373:22310/03:00007486!RIV/2004/MSM/223104/N
http://linked.open.../vavai/riv/strany
  • 8093-8097
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM 223400008)
http://linked.open...iv/cisloPeriodika
  • 44
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 630044
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22310/03:00007486
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Thiacalixarenes; X-ray crystallography; alkylation; conformational analysis (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • BE - Belgické království
http://linked.open...ontrolniKodProRIV
  • [FAE70DFA6741]
http://linked.open...i/riv/nazevZdroje
  • Tetrahedron Letters
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...ocetUcastnikuAkce
http://linked.open...nichUcastnikuAkce
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 44
http://linked.open...iv/tvurceVysledku
  • Havlíček, Jaroslav
  • Tkadlecová, Marcela
  • Lhoták, Pavel
  • Stibor, Ivan
  • Petříčková, Hana
  • Šmejkal, T.
http://linked.open...n/vavai/riv/zamer
issn
  • 0040-4039
number of pages
http://localhost/t...ganizacniJednotka
  • 22310
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