Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F16%3A00089987" target="_blank" >RIV/00216224:14310/16:00089987 - isvavai.cz</a>

Result on the web

<a href="http://pubs.acs.org/doi/abs/10.1021/acscatal.5b02410" target="_blank" >http://pubs.acs.org/doi/abs/10.1021/acscatal.5b02410</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acscatal.5b02410" target="_blank" >10.1021/acscatal.5b02410</a>

Result language

angličtina

Original language name

Metal-Free Perfluoroarylation by Visible Light Photoredox Catalysis

Original language description

Visible light and eosin Y catalyze the direct arylation of simple arenes with fluorinated aryl bromides by a photoredox process. The reaction scope is broad in fluorinated compounds and arenes and the general and simple procedure provides a metal-free alternative for the synthesis of synthetically valuable polyfluorinated biaryl structures. The mild reaction conditions allow a selective reaction with the alkaloid brucine without protection of functional groups illustrating the potential of the process for late stage functionalization. Mechanistic investigations reveal the photoreduction of eosin Y via its triplet state by triethylamine and subsequent electron transfer from the eosin Y radical anion to the polyfluorinated bromoarene, which fragments into the polyfluorinated aryl radical and a bromide anion. A radical chain reaction mechanism was excluded by a quenching factor analysis.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2016

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

ACS Catalysis

ISSN

2155-5435

e-ISSN

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Volume of the periodical

6

Issue of the periodical within the volume

1

Country of publishing house

US - UNITED STATES

Number of pages

7

Pages from-to

369-375

UT code for WoS article

000367706800040

EID of the result in the Scopus database

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