Dicyanopyrazine: 10th Anniversary in Photoredox Catalysis

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F25%3A39923167" target="_blank" >RIV/00216275:25310/25:39923167 - isvavai.cz</a>

Výsledek na webu

<a href="https://doi.org/10.1002/tcr.202500134" target="_blank" >https://doi.org/10.1002/tcr.202500134</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/tcr.202500134" target="_blank" >10.1002/tcr.202500134</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Dicyanopyrazine: 10th Anniversary in Photoredox Catalysis

Popis výsledku v původním jazyce

The last decade unveiled dicyanopyrazine as a purely organic photocatalyst capable of initiating a variety of unprecedented photoredox transformations. The latest discoveries also pointed to a facile Mallory-type photocyclization of the catalyst to quinoxaline-2,3-dicarbonitrile derivative, which proved to be the active catalytic species. Its principal photochemical properties involve the absorption band covering the blue spectral region, a sufficiently long-lived triplet, and the reversible first reduction accompanied by the formation of the corresponding radical anion. Hence, two-photon photoredox catalysis via (consecutive) photoinduced electron transfer can be conveniently accomplished to either oxidize or reduce various substrates. This review summarizes the first synthetic attempts toward dicyanopyrazine catalyst, its further improvements, structural modifications, photochemical properties, and also covers the application of pyrazine-2, 3-dicarbonitirle and quinoxaline-2,3-dicarbonitrile-based photocatalysts across the photoredox catalysis.

Název v anglickém jazyce

Dicyanopyrazine: 10th Anniversary in Photoredox Catalysis

Popis výsledku anglicky

The last decade unveiled dicyanopyrazine as a purely organic photocatalyst capable of initiating a variety of unprecedented photoredox transformations. The latest discoveries also pointed to a facile Mallory-type photocyclization of the catalyst to quinoxaline-2,3-dicarbonitrile derivative, which proved to be the active catalytic species. Its principal photochemical properties involve the absorption band covering the blue spectral region, a sufficiently long-lived triplet, and the reversible first reduction accompanied by the formation of the corresponding radical anion. Hence, two-photon photoredox catalysis via (consecutive) photoinduced electron transfer can be conveniently accomplished to either oxidize or reduce various substrates. This review summarizes the first synthetic attempts toward dicyanopyrazine catalyst, its further improvements, structural modifications, photochemical properties, and also covers the application of pyrazine-2, 3-dicarbonitirle and quinoxaline-2,3-dicarbonitrile-based photocatalysts across the photoredox catalysis.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA22-14988S" target="_blank" >GA22-14988S: DikyanPyraZin: Všestranný nástroj fotoredoxní katalýzy</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

The Chemical Record

ISSN

1527-8999

e-ISSN

1528-0691

Svazek periodika

25

Číslo periodika v rámci svazku

10

Stát vydavatele periodika

JP - Japonsko

Počet stran výsledku

16

Strana od-do

202500134

Kód UT WoS článku

001562687700001

EID výsledku v databázi Scopus

2-s2.0-105015354904