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| Description
| - Amfifilní flaviniová sůl [10-dodecyl-5-ethyl-3,7,8-trimethylisoalloxazinium-perchlorát (1b)], solubilizovaná v micelách dodecylsulfonátu sodného (SDS), hexadecyltrimethylammonium-chloridu (CTAC), hexadecyltrimethylammonium-nitrátu (CTANO3) a Brij 35, katalyzují chemoselektivní oxidaci thioanisolu na odpovídající sulfoxid. Rychlost oxidace v micelárních systémech v přítomnosti 1b ve většině případů předčí rychlost reakce katalyzovanou hydrofilním derivátem [5-ethyl-3,7,8,10-tetramethylisoalloxazinium-perchlorátem (1a)] v homogenním prostředí. Reakční rychlost závisí silně na pH a na použité micelární matrici. Nejrychleji probíhala reakce v SDS při pH 4.4 (TOF = 3 x 103 h-1). Nejvýraznější urychlení katalyzovaná vs nekatalyzovaná reakce vcat / v0 = 40 bylo pozorováno v CTANO3. V homogenním prostředí toto urychlení nepřesáhlo hodnotu 7. (cs)
- Amphiphilic flavinium salt [10-dodecyl-5-ethyl-3,7,8-trimethylisoalloxazinium perchlorate (1b)], solubilized in micelles of sodium dodecyl sulfate (SDS), hexadecyltrimethylammonium chloride (CTAC), hexadecyltrimethylammonium nitrate (CTANO3) or Brij 35, catalyzes the chemoselective oxidation of thioanisole (2) to its corresponding sulfoxide 4. The sulfoxidation rates observed in micelles in the presence of 1b exceeded, in most instances, those of the reaction catalyzed by its hydrophilic homologue [5-ethyl-3,7,8,10-tetramethylisoalloxazinium perchlorate (1a)] in a homogeneous solution. Reaction rates were strongly dependent on the type of micellar matrix and on the pH value. The highest acceleration rates were found in SDS micelles at pH 4.4 (TOF = 3 x 103 h-1). In our experiments, micelles favoured the catalytic process rather than the non-catalyzed reaction, this effect being especially pronounced in cationic micelles, for which the non-catalyzed reaction was markedly suppressed. The ratio vcat / v0
- Amphiphilic flavinium salt [10-dodecyl-5-ethyl-3,7,8-trimethylisoalloxazinium perchlorate (1b)], solubilized in micelles of sodium dodecyl sulfate (SDS), hexadecyltrimethylammonium chloride (CTAC), hexadecyltrimethylammonium nitrate (CTANO3) or Brij 35, catalyzes the chemoselective oxidation of thioanisole (2) to its corresponding sulfoxide 4. The sulfoxidation rates observed in micelles in the presence of 1b exceeded, in most instances, those of the reaction catalyzed by its hydrophilic homologue [5-ethyl-3,7,8,10-tetramethylisoalloxazinium perchlorate (1a)] in a homogeneous solution. Reaction rates were strongly dependent on the type of micellar matrix and on the pH value. The highest acceleration rates were found in SDS micelles at pH 4.4 (TOF = 3 x 103 h-1). In our experiments, micelles favoured the catalytic process rather than the non-catalyzed reaction, this effect being especially pronounced in cationic micelles, for which the non-catalyzed reaction was markedly suppressed. The ratio vcat / v0 (en)
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| Title
| - Organocatalytic sulfoxidation in micellar systems containing amphiphilic flavinium salts using hydrogen peroxide as a terminal oxidant
- Organokatalytická oxidace sulfidů v micelárních systémech obsahujících amfifilní flaviniové soli s využitím peroxidu vodíku jako terminálního oxidačního činidla (cs)
- Organocatalytic sulfoxidation in micellar systems containing amphiphilic flavinium salts using hydrogen peroxide as a terminal oxidant (en)
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| skos:prefLabel
| - Organocatalytic sulfoxidation in micellar systems containing amphiphilic flavinium salts using hydrogen peroxide as a terminal oxidant
- Organokatalytická oxidace sulfidů v micelárních systémech obsahujících amfifilní flaviniové soli s využitím peroxidu vodíku jako terminálního oxidačního činidla (cs)
- Organocatalytic sulfoxidation in micellar systems containing amphiphilic flavinium salts using hydrogen peroxide as a terminal oxidant (en)
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| skos:notation
| - RIV/60461373:22310/07:00018488!RIV08-MSM-22310___
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| http://linked.open.../vavai/riv/strany
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| http://linked.open...avai/riv/aktivita
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| http://linked.open...avai/riv/aktivity
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| http://linked.open...iv/cisloPeriodika
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| http://linked.open...vai/riv/dodaniDat
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| http://linked.open...aciTvurceVysledku
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| http://linked.open.../riv/druhVysledku
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| http://linked.open...iv/duvernostUdaju
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| http://linked.open...titaPredkladatele
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| http://linked.open...dnocenehoVysledku
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| http://linked.open...ai/riv/idVysledku
| - RIV/60461373:22310/07:00018488
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| http://linked.open...riv/jazykVysledku
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| http://linked.open.../riv/klicovaSlova
| - Sulfoxidation; Micelles; Organocatalysis; Green chemistry; Flavinium salts (en)
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| http://linked.open.../riv/klicoveSlovo
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| http://linked.open...odStatuVydavatele
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| http://linked.open...ontrolniKodProRIV
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| http://linked.open...i/riv/nazevZdroje
| - Journal of Molecular Catalysis
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| http://linked.open...in/vavai/riv/obor
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| http://linked.open...ichTvurcuVysledku
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| http://linked.open...cetTvurcuVysledku
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| http://linked.open...vavai/riv/projekt
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| http://linked.open...UplatneniVysledku
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| http://linked.open...iv/tvurceVysledku
| - Cibulka, Radek
- Hampl, František
- Baxová, Lenka
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| issn
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| number of pages
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| http://localhost/t...ganizacniJednotka
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| is http://linked.open...avai/riv/vysledek
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