About: Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations

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About: Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A series of flavin-cyclodextrin conjugates has been prepared and tested in enantioselective oxidations of prochiral aromatic and aliphatic sulfides with hydrogen peroxide. The newly prepared conjugates contain isoalloxazinium or alloxazinium moieties attached to primary rim of alfa- and beta-cyclodextrins at C-6 positions. In addition, flavinium units were appended to secondary rim of beta-cyclodextrin macrocycle. The relationship between structural features and catalytic performance of the conjugates, including those reported recently by us, was analysed. The rate and enantioselectivity of sulfoxidations catalyzed by flavin-cyclodextrin conjugates is influenced mainly by size of cyclodextrin cavity, type of flavin unit (alloxazine or isoalloxazine) and by relative orientation of flavin and cyclodextrin moieties. A series of flavin-cyclodextrin conjugates has been prepared and tested in enantioselective oxidations of prochiral aromatic and aliphatic sulfides with hydrogen peroxide. The newly prepared conjugates contain isoalloxazinium or alloxazinium moieties attached to primary rim of alfa- and beta-cyclodextrins at C-6 positions. In addition, flavinium units were appended to secondary rim of beta-cyclodextrin macrocycle. The relationship between structural features and catalytic performance of the conjugates, including those reported recently by us, was analysed. The rate and enantioselectivity of sulfoxidations catalyzed by flavin-cyclodextrin conjugates is influenced mainly by size of cyclodextrin cavity, type of flavin unit (alloxazine or isoalloxazine) and by relative orientation of flavin and cyclodextrin moieties. (en)
Title	Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations (en)
skos:prefLabel	Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations Flavin-cyclodextrin conjugates: effect of the structure on the catalytic activity in enantioselective sulfoxidations (en)
skos:notation	RIV/60461373:22310/12:43894881!RIV13-GA0-22310___
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(GA203/09/1919), P(GAP207/12/0447), Z(MSM0021620857)
http://linked.open...iv/cisloPeriodika	22
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Cibulka, Radek Hartman, Tomáš Herzig, Vladimír
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	136762
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/12:43894881
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Organocatalysis; Enantioselective oxidations; Sulfoxidation; Cyclodextrins; Flavins (en)
http://linked.open.../riv/klicoveSlovo	Cyclodextrins Enantioselective oxidations Flavins Organocatalysis Sulfoxidation
http://linked.open...odStatuVydavatele	IE - Irsko
http://linked.open...ontrolniKodProRIV	[E354746FD12B]
http://linked.open...i/riv/nazevZdroje	Tetrahedron Asymmetry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	Development of methods for configuration determination at chiral sulfur, nitrogen or phosphorus atom using NMR spectroscopy and ab initio calculations Organocatalytic stereoselective oxidations using heterocyclic hydroperoxides
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	23
http://linked.open...iv/tvurceVysledku	Buděšínský, Miloš Cibulka, Radek Jindřich, Jindřich Kraus, Tomáš Hartman, Tomáš Herzig, Vladimír
http://linked.open...ain/vavai/riv/wos	000312607100009
http://linked.open...n/vavai/riv/zamer	Nové molekulární systémy pro pokročilé aplikace prospěšné pro zdraví a šetrné k životnímu prostředí
issn	0957-4166
number of pages	13 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.tetasy.2012.10.017
http://localhost/t...ganizacniJednotka	22310

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