Mechanisms of orthogonal photodecarbonylation reactions of 3-hydroxyflavone-based acid-base forms
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F20%3A00523607" target="_blank" >RIV/61388963:_____/20:00523607 - isvavai.cz</a>
Alternative codes found
RIV/00216224:14310/20:00114240
Result on the web
<a href="https://pubs.acs.org/doi/10.1021/acs.joc.9b03248" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.joc.9b03248</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.9b03248" target="_blank" >10.1021/acs.joc.9b03248</a>
Alternative languages
Result language
angličtina
Original language name
Mechanisms of orthogonal photodecarbonylation reactions of 3-hydroxyflavone-based acid-base forms
Original language description
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.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
—
Volume of the periodical
85
Issue of the periodical within the volume
5
Country of publishing house
US - UNITED STATES
Number of pages
11
Pages from-to
3527-3537
UT code for WoS article
000518875700060
EID of the result in the Scopus database
2-s2.0-85081945083