Visible light photocatalytic reduction of aldehydes by Rh(III)-H: a detailed mechanistic study
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F15%3A00087028" target="_blank" >RIV/00216224:14310/15:00087028 - isvavai.cz</a>
Result on the web
<a href="http://pubs.rsc.org/en/Content/ArticleLanding/2015/SC/C4SC03709J#!divAbstract" target="_blank" >http://pubs.rsc.org/en/Content/ArticleLanding/2015/SC/C4SC03709J#!divAbstract</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c4sc03709j" target="_blank" >10.1039/c4sc03709j</a>
Alternative languages
Result language
angličtina
Original language name
Visible light photocatalytic reduction of aldehydes by Rh(III)-H: a detailed mechanistic study
Original language description
The chemoselective photoreduction of aldehydes in the presence of ketones was achieved using triethanolamine (TEOA) as sacrificial electron donor, proflavine (PF) as photocatalyst and [Cp*Rh(III)(bpy) Cl]Cl (Rh-cat) as mediator. The reducing agent, whichreacts with the carbonyl group was found to be [Cp*Rh(III)(bpy)H]Cl (Rh(III)-H). Contrary to formate-based reduction, its slow photochemical in situ generation enables to kinetically distinguish aldehydes from ketones. The inherent reactivity differenceof the carbonyl compounds is transferred by the method into synthetically useful reaction selectivities. The substrate scope is broad with excellent yields. A detailed study of the reaction mechanism reveals that the photoreduction of the PF triplet andthe subsequent reduction of the Rh-cat leading to Rh(III)-H represents the major reaction pathway, which is highly oxygen sensitive.
Czech name
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Czech description
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Classification
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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Result continuities
Project
<a href="/en/project/LO1214" target="_blank" >LO1214: Research Centre for Toxic Compounds in the Environment</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
CHEMICAL SCIENCE
ISSN
2041-6520
e-ISSN
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Volume of the periodical
6
Issue of the periodical within the volume
3
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
2027-2034
UT code for WoS article
000349832600055
EID of the result in the Scopus database
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