About: Structure of Azo Coupling Products from N-Alkylenaminones Derived from Acetylacetone and Benzoylacetone in Solid Phase and in Solution     Goto   Sponge   NotDistinct   Permalink

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  • Reakcí substituovaných benzendiazonium-tetrafluoroborátů s N-alkyl 4-aminopent-3-en-2-ony resp. 3-amino-1-fenylbut-2-en-1-ony byla připravena řada produktů azokopulace. Struktura a tautomerie reakčních produktů byla studována pomocí single crystal X-ray study a pomocí NMR spektroskopie v roztoku deuteriochloroformu. Produkty azokopulace na 4-methylaminopent-3-en-2-ony (3a?i) existují v roztoku CDCl3 jako směs E/Z izomerů, kde izomer Z silně převažuje. Majoritní izomer je směsí enamino-azo a imino-hydrazo tautomerů, kde prvně jmenovaný převažuje. Obsah azoformy závisí na substituci benzenového jádra diazoniové soli a klesá v pořadí OMe > Me > Br > NO2. Přechod od 4-methylaminopent-3-en-2-onů k 3-methylamino-1-phenylbut-2-en-1-onům nemá na polohu tautomerní rovnováhy prakticky žádný vliv. V pevné fázi vždy převažuje azoforma, substituenty na diazoniové soli a na dusíku N3 nemají na polohu tautomerní rovnováhy významný vliv. Produkty azokopulace vždy existují ve formě jediného izomeru Z. Všechny (cs)
  • A series of azo coupling products have been prepared by reaction of substituted benzenediazonium tetrafluoroborates with N-alkyl 4-aminopent-3-en-2-ones or 3-amino-1-phenylbut-2-en-1-ones. The structure and tautomerism of the reaction products were studied by means of single-crystal X-ray study and by NMR spectroscopy in deuteriochloroform solution. The azo coupling products obtained from 4-methylaminopent-3-en-2-ones (3a?i) exist in CDCl3 solution as E/Z isomer mixtures with the Z isomer strongly predominating. The major isomer is a mixture of enamino?azo and imino?hydrazo tautomers with the former predominating. The proportion of the azo form depends on substitution of the benzene ring of the diazonium salt and decreases in the order of MeO > Me > Br > NO2. The position of tautomeric equilibrium is practically unaffected by switching from 4-methylaminopent-3-en-2-ones to 3-methylamino-1-phenylbut-2-en-1-ones. In the solid phase, the azo form always predominates; substitution of diazonium sa
  • A series of azo coupling products have been prepared by reaction of substituted benzenediazonium tetrafluoroborates with N-alkyl 4-aminopent-3-en-2-ones or 3-amino-1-phenylbut-2-en-1-ones. The structure and tautomerism of the reaction products were studied by means of single-crystal X-ray study and by NMR spectroscopy in deuteriochloroform solution. The azo coupling products obtained from 4-methylaminopent-3-en-2-ones (3a?i) exist in CDCl3 solution as E/Z isomer mixtures with the Z isomer strongly predominating. The major isomer is a mixture of enamino?azo and imino?hydrazo tautomers with the former predominating. The proportion of the azo form depends on substitution of the benzene ring of the diazonium salt and decreases in the order of MeO > Me > Br > NO2. The position of tautomeric equilibrium is practically unaffected by switching from 4-methylaminopent-3-en-2-ones to 3-methylamino-1-phenylbut-2-en-1-ones. In the solid phase, the azo form always predominates; substitution of diazonium sa (en)
Title
  • Structure of Azo Coupling Products from N-Alkylenaminones Derived from Acetylacetone and Benzoylacetone in Solid Phase and in Solution
  • Struktura azokopulovaných N-alkyl enaminonů odvozených od acetylacetonu a benzoylacetonu v pevné fázi a v roztoku (cs)
  • Structure of Azo Coupling Products from N-Alkylenaminones Derived from Acetylacetone and Benzoylacetone in Solid Phase and in Solution (en)
skos:prefLabel
  • Structure of Azo Coupling Products from N-Alkylenaminones Derived from Acetylacetone and Benzoylacetone in Solid Phase and in Solution
  • Struktura azokopulovaných N-alkyl enaminonů odvozených od acetylacetonu a benzoylacetonu v pevné fázi a v roztoku (cs)
  • Structure of Azo Coupling Products from N-Alkylenaminones Derived from Acetylacetone and Benzoylacetone in Solid Phase and in Solution (en)
skos:notation
  • RIV/00216275:25310/07:00005758!RIV08-MSM-25310___
http://linked.open.../vavai/riv/strany
  • 429-438
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/07/0469), Z(MSM0021627501)
http://linked.open...iv/cisloPeriodika
  • 3
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
  • 452910
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/07:00005758
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • azo coupling; N-alkylenaminones; X-Ray; NMR (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [D0812D3A7DD1]
http://linked.open...i/riv/nazevZdroje
  • New Journal of 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
  • 31
http://linked.open...iv/tvurceVysledku
  • Šimůnek, Petr
  • Lyčka, Antonín
  • Macháček, Vladimír
  • Svobodová, Markéta
  • Bertolasi, Valerio
  • Pretto, Loretta
http://linked.open...n/vavai/riv/zamer
issn
  • 1144-0546
number of pages
http://localhost/t...ganizacniJednotka
  • 25310
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