Počet záznamů: 1
Mechanisms of orthogonal photodecarbonylation reactions of 3-hydroxyflavone-based acid-base forms
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SYSNO ASEP 0523607 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Mechanisms of orthogonal photodecarbonylation reactions of 3-hydroxyflavone-based acid-base forms Tvůrce(i) Russo, M. (CZ)
Štacko, P. (CZ)
Nachtigallová, Dana (UOCHB-X) RID, ORCID
Klán, P. (CZ)Zdroj.dok. Journal of Organic Chemistry. - : American Chemical Society - ISSN 0022-3263
Roč. 85, č. 5 (2020), s. 3527-3537Poč.str. 11 s. Jazyk dok. eng - angličtina Země vyd. US - Spojené státy americké Klíč. slova intramolecular proton transfer ; Gaussian basis sets ; carbon monoxide Vědní obor RIV CF - Fyzikální chemie a teoretická chemie Obor OECD Physical chemistry Způsob publikování Omezený přístup Institucionální podpora UOCHB-X - RVO:61388963 UT WOS 000518875700060 EID SCOPUS 85081945083 DOI 10.1021/acs.joc.9b03248 Anotace Carbon monoxide is a naturally occurring gasotransmitter combining inherent toxicity with a remarkable therapeutic potential and arduous administration. Photoactivatable carbon monoxide-releasing molecules (photoCORMs) are chemical agents that allow for precise spatial and temporal control over the CO release. In this work, we present a comprehensive mechanistic study of the photochemical CO release from 3-hydroxy-2-phenyl-4H-chromen-4-one, a π-extended 3-hydroxyflavone photoCORM, in methanol using steady-state and transient absorption spectroscopies and quantum chemical calculations. The multiplicity of the productive excited states and the role of oxygen (O2) in the CO production are emphasized, revealing a photoreaction dichotomy of the 3-hydroxyflavone acid and base forms. The utilization of three major orthogonal mechanistic pathways, all of which lead to the CO release, can fuel future endeavors to improve the CO release efficacy of 3-hydroxyflavone-based derivatives and refine their potential medical applications as photoCORMs. Pracoviště Ústav organické chemie a biochemie Kontakt asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Rok sběru 2021 Elektronická adresa https://pubs.acs.org/doi/10.1021/acs.joc.9b03248
Počet záznamů: 1