About: Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Flavin-zinc(II)-cyclen 10 contains a substrate binding site (zinc(II)-cyclen) and a chromophore (flavin) covalently linked. Upon irradiation compound 10 effectively oxidizes 4-methoxybenzyl alcohol 11-CH3 to the corresponding benzaldehyde in water and in acetonitrile. In the presence of air the reduced flavin 10-H2 is reoxidized and catalytic amounts of 10 are sufficient for alcohol conversion. The mechanism of oxidation is based on photoinduced electron-transfer from coordinated benzyl alcohol to the flavin chromophore. This intramolecular process leads to a much higher efficiency of the photooxidation with 30-fold higher quantum yields than the comparable intermolecular process of a flavin chromophore without binding site. For the reaction in buffered aqueous solution a quantum yield of F = 0.4 is observed. The turnover number in acetonitrile solution is increased by high benzyl alcohol concentration up to 20. The results show, that the covalent combination of a chromophore and a suitable binding si Flavin-zinc(II)-cyclen 10 contains a substrate binding site (zinc(II)-cyclen) and a chromophore (flavin) covalently linked. Upon irradiation compound 10 effectively oxidizes 4-methoxybenzyl alcohol 11-CH3 to the corresponding benzaldehyde in water and in acetonitrile. In the presence of air the reduced flavin 10-H2 is reoxidized and catalytic amounts of 10 are sufficient for alcohol conversion. The mechanism of oxidation is based on photoinduced electron-transfer from coordinated benzyl alcohol to the flavin chromophore. This intramolecular process leads to a much higher efficiency of the photooxidation with 30-fold higher quantum yields than the comparable intermolecular process of a flavin chromophore without binding site. For the reaction in buffered aqueous solution a quantum yield of F = 0.4 is observed. The turnover number in acetonitrile solution is increased by high benzyl alcohol concentration up to 20. The results show, that the covalent combination of a chromophore and a suitable binding si (en) Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen (cs)
Title	Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex (en) Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen (cs)
skos:prefLabel	Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex (en) Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen (cs)
skos:notation	RIV/60461373:22310/04:00011377!RIV/2005/MSM/223105/N
http://linked.open.../vavai/riv/strany	6223-6231
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM 223100001)
http://linked.open...iv/cisloPeriodika	24
http://linked.open...vai/riv/dodaniDat	2005
http://linked.open...aciTvurceVysledku	Cibulka, Radek
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	556911
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/04:00011377
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Electron transfer;photooxidation;macrocyclic ligands;flavin;sensitizer (en)
http://linked.open.../riv/klicoveSlovo	flavin sensitizer macrocyclic ligands Electron transfer photooxidation
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[3C299F3036DF]
http://linked.open...i/riv/nazevZdroje	Chemistry A European Journal
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...UplatneniVysledku	2004
http://linked.open...v/svazekPeriodika	10
http://linked.open...iv/tvurceVysledku	Cibulka, Radek König, B. Vasold, R.
http://linked.open...n/vavai/riv/zamer	http://linked.opendata.cz/resource/domain/vavai/zamer/MSM%20223100001
issn	0947-6539
number of pages	9 (xsd:int)
http://localhost/t...ganizacniJednotka	22310

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