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Dicyanopyrazine: 10th Anniversary in Photoredox Catalysis

The result's identifiers

  • Result code in 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>

  • Result on the web

    <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>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Dicyanopyrazine: 10th Anniversary in Photoredox Catalysis

  • Original language description

    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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA22-14988S" target="_blank" >GA22-14988S: DicyanoPyraZine: Versatile Tool for Photoredox Catalysis</a><br>

  • Continuities

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

Others

  • Publication year

    2025

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    The Chemical Record

  • ISSN

    1527-8999

  • e-ISSN

    1528-0691

  • Volume of the periodical

    25

  • Issue of the periodical within the volume

    10

  • Country of publishing house

    JP - JAPAN

  • Number of pages

    16

  • Pages from-to

    202500134

  • UT code for WoS article

    001562687700001

  • EID of the result in the Scopus database

    2-s2.0-105015354904