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

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F04%3A00011377" target="_blank" >RIV/60461373:22310/04:00011377 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Catalytic Photooxidation of 4-Methoxybenzyl alcohol with Flavin Zinc(II) cyclen complex
Original language 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 inacetonitrile. 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 sui
Czech name
Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen
Czech description
Katalytická fotooxidace 4-methoxybenzylalkoholu pomocí komplexu flavin-Zn(II)-cyklen

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Publication year
2004
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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