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  • A modular approach to the construction of monocationic quaternary N-heteroaromatic frameworks was developed capitalizing on a direct pyridine-type nitrogen quaternization followed by metal-catalyzed [2+2+2] cycloaddition with gaseous acetylene. The flexibility of the route is demonstrated on 12 diverse scaffolds based on pyridinium, quinolinium, thiazolium, benzothiazolium, imidazolium, and pyrimidinium. Electrochemical study revealed a quinolinium redox system with two electrochemically distinct forms that are interconverted by a homogeneous chemical reaction triggered by fast electron transfers (reduction at -0.7 V and oxidation at -0.05 V).
  • A modular approach to the construction of monocationic quaternary N-heteroaromatic frameworks was developed capitalizing on a direct pyridine-type nitrogen quaternization followed by metal-catalyzed [2+2+2] cycloaddition with gaseous acetylene. The flexibility of the route is demonstrated on 12 diverse scaffolds based on pyridinium, quinolinium, thiazolium, benzothiazolium, imidazolium, and pyrimidinium. Electrochemical study revealed a quinolinium redox system with two electrochemically distinct forms that are interconverted by a homogeneous chemical reaction triggered by fast electron transfers (reduction at -0.7 V and oxidation at -0.05 V). (en)
Title
  • Nitrogen heteroaromatic cations by [2+2+2] cycloaddition
  • Nitrogen heteroaromatic cations by [2+2+2] cycloaddition (en)
skos:prefLabel
  • Nitrogen heteroaromatic cations by [2+2+2] cycloaddition
  • Nitrogen heteroaromatic cations by [2+2+2] cycloaddition (en)
skos:notation
  • RIV/61388955:_____/11:00363295!RIV12-GA0-61388955
http://linked.open...avai/predkladatel
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/09/0705), P(GA203/09/1614), P(OC 140), Z(AV0Z40400503), Z(AV0Z40550506), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika
  • 2
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
  • 216070
http://linked.open...ai/riv/idVysledku
  • RIV/61388955:_____/11:00363295
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • modular synthesis; N-heteroaromatic cation; [2+2+2] cycloaddition (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [C412F38C64A5]
http://linked.open...i/riv/nazevZdroje
  • Organic & Biomolecular Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 9
http://linked.open...iv/tvurceVysledku
  • Císařová, I.
  • Kolivoška, Viliam
  • Pospíšil, Lubomír
  • Teplý, Filip
  • Šaman, David
  • Čížková, Martina
http://linked.open...ain/vavai/riv/wos
  • 000285749800021
http://linked.open...n/vavai/riv/zamer
issn
  • 1477-0520
number of pages
http://bibframe.org/vocab/doi
  • 10.1039/c0ob00507j
is http://linked.open...avai/riv/vysledek of
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