Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/60461373:22810/24:43929392

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

Plasmon-Mediated Organic Photoelectrochemistry Applied to Amination Reactions

Popis výsledku anglicky

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

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

20501 - Materials engineering

Projekt

<a href="/cs/project/GA23-08509S" target="_blank" >GA23-08509S: Plasmonová asistence v duální organické elektrochemií</a><br>

Návaznosti

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

Rok uplatnění

2024

Kód důvěrnosti údajů

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

Název periodika

ChemPlusChem

ISSN

2192-6506

e-ISSN

—

Svazek periodika

89

Číslo periodika v rámci svazku

8

Stát vydavatele periodika

TW - Čínská republika (Tchaj-wan)

Počet stran výsledku

9

Strana od-do

"e202400020/1"-9

Kód UT WoS článku

001222892100001

EID výsledku v databázi Scopus

2-s2.0-85192930982