About: Resolution of a configurationally stable [5]helquat. enantiocomposition analysis of a helicene congener by capillary electrophoresis     Goto   Sponge   NotDistinct   Permalink

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  • Racemic [5]helquat as a triflate salt has been synthesized using a robust, three-step procedure. Subsequent exchange of triflate anions for inexpensive (R,R)-dibenzoyltartrate anions via an ion exchange resin afforded two diastereoisomeric salts. Crystallization led to the resolution of the helquat (ee > 98%). This is the first time that a non-racemic helquat has been obtained; its helicity having been assigned and its racemization barrier determined. Capillary electrophoresis with a sulfated β-cyclodextrin chiral selector is introduced for the first time as a straightforward method to analyze the enantiocomposition of charged, helicene-like species.
  • Racemic [5]helquat as a triflate salt has been synthesized using a robust, three-step procedure. Subsequent exchange of triflate anions for inexpensive (R,R)-dibenzoyltartrate anions via an ion exchange resin afforded two diastereoisomeric salts. Crystallization led to the resolution of the helquat (ee > 98%). This is the first time that a non-racemic helquat has been obtained; its helicity having been assigned and its racemization barrier determined. Capillary electrophoresis with a sulfated β-cyclodextrin chiral selector is introduced for the first time as a straightforward method to analyze the enantiocomposition of charged, helicene-like species. (en)
Title
  • Resolution of a configurationally stable [5]helquat. enantiocomposition analysis of a helicene congener by capillary electrophoresis
  • Resolution of a configurationally stable [5]helquat. enantiocomposition analysis of a helicene congener by capillary electrophoresis (en)
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  • Resolution of a configurationally stable [5]helquat. enantiocomposition analysis of a helicene congener by capillary electrophoresis
  • Resolution of a configurationally stable [5]helquat. enantiocomposition analysis of a helicene congener by capillary electrophoresis (en)
skos:notation
  • RIV/61388963:_____/10:00345961!RIV11-GA0-61388963
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/08/1428), P(GA203/09/0705), P(GA203/09/1614), P(GAP207/10/2391), Z(AV0Z40550506), Z(MSM6046137307)
http://linked.open...iv/cisloPeriodika
  • 6
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  • 285004
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  • RIV/61388963:_____/10:00345961
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  • [5]helquat; capillary electrophoresis; resolution via diastereoisomers (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [355D7FCD908C]
http://linked.open...i/riv/nazevZdroje
  • New Journal of Chemistry
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http://linked.open...v/svazekPeriodika
  • 34
http://linked.open...iv/tvurceVysledku
  • Kašička, Václav
  • Koval, Dušan
  • Novotná, P.
  • Severa, Lukáš
  • Teplý, Filip
  • Šaman, David
  • Urbanová, M.
  • Slavíček, P.
  • Sázelová, Petra
  • Ončák, M.
http://linked.open...ain/vavai/riv/wos
  • 000278275700004
http://linked.open...n/vavai/riv/zamer
issn
  • 1144-0546
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