Rationally Designed Metal Cocatalyst for Selective Photosynthesis of Bibenzyls via Dehalogenative C-C Homocoupling

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989100%3A27710%2F21%3A10247563" target="_blank" >RIV/61989100:27710/21:10247563 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.acs.org/doi/pdf/10.1021/acscatal.1c00102" target="_blank" >https://pubs.acs.org/doi/pdf/10.1021/acscatal.1c00102</a>

DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Rationally Designed Metal Cocatalyst for Selective Photosynthesis of Bibenzyls via Dehalogenative C-C Homocoupling

Popis výsledku v původním jazyce

The construction of C-C bonds by coupling reactions is an important process in synthetic chemistry though expensive catalysts are required. Heterogeneous photocatalysis offers a platform for C-C coupling of aromatic halides via hydro-dehalogenation by employing alcohols as the hydrogen donor; however, a designed photocatalyst with high activity and selectivity is lacking. Here, we show that Cu is a promising candidate to promote the coupling of aromatic halides due to the optimized adsorption energy of the reaction intermediates (benzyl radical and Br atom) over a series of transition metals. The Cu-modified TiO2 shows a remarkable apparent quantum efficiency (15%) and a great tolerance of harsh reaction conditions for the homocoupling of benzyl bromides into bibenzyl under UV irradiation. The low-cost photocatalyst also shows high performance upon scaling-up and selective coupling of a series of benzyl bromide derivatives, demonstrating the heterogeneous photocatalytic C-C coupling as an attractive process for applications. Additionally, the design strategy can be applied to modify other photocatalysts (i.e., g-C3N4) to realize the C-C coupling of benzyl bromide under visible light.

Název v anglickém jazyce

Rationally Designed Metal Cocatalyst for Selective Photosynthesis of Bibenzyls via Dehalogenative C-C Homocoupling

Popis výsledku anglicky

The construction of C-C bonds by coupling reactions is an important process in synthetic chemistry though expensive catalysts are required. Heterogeneous photocatalysis offers a platform for C-C coupling of aromatic halides via hydro-dehalogenation by employing alcohols as the hydrogen donor; however, a designed photocatalyst with high activity and selectivity is lacking. Here, we show that Cu is a promising candidate to promote the coupling of aromatic halides due to the optimized adsorption energy of the reaction intermediates (benzyl radical and Br atom) over a series of transition metals. The Cu-modified TiO2 shows a remarkable apparent quantum efficiency (15%) and a great tolerance of harsh reaction conditions for the homocoupling of benzyl bromides into bibenzyl under UV irradiation. The low-cost photocatalyst also shows high performance upon scaling-up and selective coupling of a series of benzyl bromide derivatives, demonstrating the heterogeneous photocatalytic C-C coupling as an attractive process for applications. Additionally, the design strategy can be applied to modify other photocatalysts (i.e., g-C3N4) to realize the C-C coupling of benzyl bromide under visible light.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

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OECD FORD obor

20400 - Chemical engineering

Projekt

<a href="/cs/project/EF16_019%2F0000853" target="_blank" >EF16_019/0000853: Institut environmentálních technologií - excelentní výzkum</a><br>

Návaznosti

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

Rok uplatnění

2021

Kód důvěrnosti údajů

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

Název periodika

ACS Catalysis

ISSN

2155-5435

e-ISSN

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Svazek periodika

11

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

CN - Čínská lidová republika

Počet stran výsledku

11

Strana od-do

"4338–4348"

Kód UT WoS článku

000637003700052

EID výsledku v databázi Scopus

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