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Description
  • Recently prepared chiral amines have been used in the preparation of novel tridentate ligands based on an imidazole ring with an additional (hetero)ring. The synthesis was carried out by the reaction of chiral amines with suitable aldehydes (2-phenylimidazole-4-carbaldehyde, 2-hydroxybenzaldehyde or pyridine-2-carbaldehyde) under reductive conditions (H2/Pd or NaBH4). All ligands prepared showed strong hydrogen bonds in d6-DMSO solution, which resulted in hindered imidazole tautomerism. The observed hindered tautomerism was studied by 1H NMR spectroscopy. The structures of the prepared ligands were also confirmed by APCI mass spectroscopy. Both chiral amines and tridentate compounds have been applied as ligands in copper (II)-catalyzed nitroaldol reactions (Henry reaction). Various reaction conditions for the Henry reaction have been studied (influence of temperature, molar ratio, solvent or copper (II) precursors). The compounds prepared with the two imidazole rings showed fast reaction times and a
  • Recently prepared chiral amines have been used in the preparation of novel tridentate ligands based on an imidazole ring with an additional (hetero)ring. The synthesis was carried out by the reaction of chiral amines with suitable aldehydes (2-phenylimidazole-4-carbaldehyde, 2-hydroxybenzaldehyde or pyridine-2-carbaldehyde) under reductive conditions (H2/Pd or NaBH4). All ligands prepared showed strong hydrogen bonds in d6-DMSO solution, which resulted in hindered imidazole tautomerism. The observed hindered tautomerism was studied by 1H NMR spectroscopy. The structures of the prepared ligands were also confirmed by APCI mass spectroscopy. Both chiral amines and tridentate compounds have been applied as ligands in copper (II)-catalyzed nitroaldol reactions (Henry reaction). Various reaction conditions for the Henry reaction have been studied (influence of temperature, molar ratio, solvent or copper (II) precursors). The compounds prepared with the two imidazole rings showed fast reaction times and a (en)
  • Dříve připravené chirální aminy byly použity pro přípravu cových tridentálních ligandů založených na imidazolovém systému doplněném o další (hetero)cyklus. Chirální aminy a tridentáoní ligandy byly použity jako ligandy dojmocnou mědí katalyzované nitroaldolové reakce (Henryho reakce). Systémy obsahující dva imidazolové kruhy vykazují krátké reakčí časy ve srovnání s ostatními aminy. (cs)
Title
  • Novel nitrogen ligands based on imidazole derivatives and their application in asymmetric catalysis
  • Nové dusíkaté ligandy obsahující imidazolový kruh a jejich použití v asymetrické katalýze (cs)
  • Novel nitrogen ligands based on imidazole derivatives and their application in asymmetric catalysis (en)
skos:prefLabel
  • Novel nitrogen ligands based on imidazole derivatives and their application in asymmetric catalysis
  • Nové dusíkaté ligandy obsahující imidazolový kruh a jejich použití v asymetrické katalýze (cs)
  • Novel nitrogen ligands based on imidazole derivatives and their application in asymmetric catalysis (en)
skos:notation
  • RIV/00216275:25310/06:00003284!RIV09-MSM-25310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(LA 131), Z(MSM 253100001)
http://linked.open...iv/cisloPeriodika
  • 6
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
  • 489168
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/06:00003284
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Asymmetric catalysis; Imidazole; Tridentate Ligand (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • NL - Nizozemsko
http://linked.open...ontrolniKodProRIV
  • [F80BEC2886F1]
http://linked.open...i/riv/nazevZdroje
  • Tetrahedron: Asymmetry
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
  • 17
http://linked.open...iv/tvurceVysledku
  • Bureš, Filip
  • Holčapek, Michal
  • Kulhánek, Jiří
  • Ludwig, Miroslav
  • Pytela, Oldřich
  • Szotkowski, Tomáš
http://linked.open...n/vavai/riv/zamer
issn
  • 0957-4166
number of pages
http://localhost/t...ganizacniJednotka
  • 25310
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