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Statements

Subject Item
n2:RIV%2F61388963%3A_____%2F11%3A00367200%21RIV12-AV0-61388963
rdf:type
skos:Concept n12:Vysledek
dcterms:description
Four structurally different alloxazine–cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. Alpha-cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. Beta-cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3–5 mol%) of the catalysts were used. Four structurally different alloxazine–cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. Alpha-cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. Beta-cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3–5 mol%) of the catalysts were used.
dcterms:title
Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations
skos:prefLabel
Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations
skos:notation
RIV/61388963:_____/11:00367200!RIV12-AV0-61388963
n12:predkladatel
n13:ico%3A61388963
n3:aktivita
n18:P n18:Z
n3:aktivity
P(GA203/07/1246), P(GA203/09/1919), Z(AV0Z40550506)
n3:cisloPeriodika
21
n3:dodaniDat
n19:2012
n3:domaciTvurceVysledku
n16:6236219 n16:1659189
n3:druhVysledku
n14:J
n3:duvernostUdaju
n20:S
n3:entitaPredkladatele
n7:predkladatel
n3:idSjednocenehoVysledku
185239
n3:idVysledku
RIV/61388963:_____/11:00367200
n3:jazykVysledku
n8:eng
n3:klicovaSlova
cyclodextrins; alloxazines; sulfoxidations
n3:klicoveSlovo
n4:alloxazines n4:cyclodextrins n4:sulfoxidations
n3:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n3:kontrolniKodProRIV
[F65722A0B0FD]
n3:nazevZdroje
Organic & Biomolecular Chemistry
n3:obor
n9:CC
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
4
n3:projekt
n17:GA203%2F07%2F1246 n17:GA203%2F09%2F1919
n3:rokUplatneniVysledku
n19:2011
n3:svazekPeriodika
9
n3:tvurceVysledku
Kraus, Tomáš Mojr, V. Buděšínský, Miloš Cibulka, R.
n3:wos
000295890100011
n3:zamer
n10:AV0Z40550506
s:issn
1477-0520
s:numberOfPages
9
n6:doi
10.1039/c1ob05934c