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Statements

Subject Item
n2:RIV%2F60461373%3A22310%2F04%3A00011377%21RIV%2F2005%2FMSM%2F223105%2FN
rdf:type
skos:Concept n13:Vysledek
dcterms:description
Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen 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
dcterms:title
Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex
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 Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen
skos:notation
RIV/60461373:22310/04:00011377!RIV/2005/MSM/223105/N
n3:strany
6223-6231
n3:aktivita
n14:Z
n3:aktivity
Z(MSM 223100001)
n3:cisloPeriodika
24
n3:dodaniDat
n5:2005
n3:domaciTvurceVysledku
n10:6624707
n3:druhVysledku
n18:J
n3:duvernostUdaju
n15:S
n3:entitaPredkladatele
n9:predkladatel
n3:idSjednocenehoVysledku
556911
n3:idVysledku
RIV/60461373:22310/04:00011377
n3:jazykVysledku
n8:eng
n3:klicovaSlova
Electron transfer;photooxidation;macrocyclic ligands;flavin;sensitizer
n3:klicoveSlovo
n7:macrocyclic%20ligands n7:photooxidation n7:flavin n7:Electron%20transfer n7:sensitizer
n3:kodStatuVydavatele
DE - Spolková republika Německo
n3:kontrolniKodProRIV
[3C299F3036DF]
n3:nazevZdroje
Chemistry A European Journal
n3:obor
n16:CC
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
3
n3:rokUplatneniVysledku
n5:2004
n3:svazekPeriodika
10
n3:tvurceVysledku
Cibulka, Radek Vasold, R. König, B.
n3:zamer
n12:MSM%20223100001
s:issn
0947-6539
s:numberOfPages
9
n17:organizacniJednotka
22310