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Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F24%3A43929392" target="_blank" >RIV/60461373:22310/24:43929392 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22810/24:43929392

  • Result on the web

    <a href="https://doi.org/10.1002/cplu.202400020" target="_blank" >https://doi.org/10.1002/cplu.202400020</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/cplu.202400020" target="_blank" >10.1002/cplu.202400020</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions

  • Original language description

    Organic electrochemistry is currently experiencing an era of renaissance, which is closely related to the possibility of carrying out organic transformations under mild conditions, with high selectivity, high yields, and without the use of toxic solvents. Combination of organic electrochemistry with alternative approaches, such as photo-chemistry was found to have great potential due to induced synergy effects. In this work, we propose for the first time utilization of plasmon triggering of enhanced and regio-controlled organic chemical transformation performed in photoelectrochemical regime. The advantages of the proposed route is demonstrated in the model amination reaction with formation of C-N bond between pyrazole and substituted benzene derivatives. Amination was performed in photo-electrochemical mode on the surface of plasmon active Au@Pt electrode with attention focused on the impact of plasmon triggering on the reaction efficiency and regio-selectivity. The ability to enhance the reaction rate significantly and to tune products regio-selectivity is demonstrated. We also performed density functional theory calculations to inquire about the reaction mechanism and potentially explain the plasmon contribution to electrochemical reaction rate and regioselectivity. Plasmon-mediated organic electrochemistry: C-H amination reaction yield and regio-selectivity can be sufficiently enhanced/tuned with utilization of plasmon assistance and bimetallic (catalytic- and plasmon active) electrode. image

  • 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

    20501 - Materials engineering

Result continuities

  • Project

    <a href="/en/project/GA23-08509S" target="_blank" >GA23-08509S: Plasmon assistance in dual organic electrochemistry</a><br>

  • Continuities

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

Others

  • Publication year

    2024

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    ChemPlusChem

  • ISSN

    2192-6506

  • e-ISSN

  • Volume of the periodical

    89

  • Issue of the periodical within the volume

    8

  • Country of publishing house

    TW - TAIWAN (PROVINCE OF CHINA)

  • Number of pages

    9

  • Pages from-to

    "e202400020/1"-9

  • UT code for WoS article

    001222892100001

  • EID of the result in the Scopus database

    2-s2.0-85192930982