Cargando…

Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions

In this work, the photocatalytic efficiency of Cu(ii)–vitamin C complex immobilized on titanium dioxide nanoparticles was exploited in the photo-assisted homocoupling reaction of aryl boronic acids under heterogeneous conditions. The homocoupling reaction affords the corresponding symmetrical biaryl...

Descripción completa

Detalles Bibliográficos
Autores principales: Pourmorteza, Narges, Jafarpour, Maasoumeh, Feizpour, Fahimeh, Rezaeifard, Abdolreza
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8981381/
https://www.ncbi.nlm.nih.gov/pubmed/35425527
http://dx.doi.org/10.1039/d1ra07252h
_version_ 1784681591444865024
author Pourmorteza, Narges
Jafarpour, Maasoumeh
Feizpour, Fahimeh
Rezaeifard, Abdolreza
author_facet Pourmorteza, Narges
Jafarpour, Maasoumeh
Feizpour, Fahimeh
Rezaeifard, Abdolreza
author_sort Pourmorteza, Narges
collection PubMed
description In this work, the photocatalytic efficiency of Cu(ii)–vitamin C complex immobilized on titanium dioxide nanoparticles was exploited in the photo-assisted homocoupling reaction of aryl boronic acids under heterogeneous conditions. The homocoupling reaction affords the corresponding symmetrical biaryls in 50–97% yields at ambient temperature in the air under visible light irradiation without any need for any additive such as base or oxidant. This method tolerates various substituents on the aryl boronic acids such as halogen, carbonyl, and a nitro group. The light-dependent photocatalytic performance of the title catalyst evaluated by action spectra revealed a maximum apparent quantum efficiency (AQYs) at 410 nm demonstrating the visible-light-driven photocatalytic reaction. The as-prepared nano biophotocatalyst proved to be reusable at least six times without losing its activity. Thus this work exhibits a favorable method from the environmental and economic point of view which enables the industrially important reactions such as coupling reactions, to be carried out efficiently under photocatalytic and practically attainable conditions.
format Online
Article
Text
id pubmed-8981381
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-89813812022-04-13 Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions Pourmorteza, Narges Jafarpour, Maasoumeh Feizpour, Fahimeh Rezaeifard, Abdolreza RSC Adv Chemistry In this work, the photocatalytic efficiency of Cu(ii)–vitamin C complex immobilized on titanium dioxide nanoparticles was exploited in the photo-assisted homocoupling reaction of aryl boronic acids under heterogeneous conditions. The homocoupling reaction affords the corresponding symmetrical biaryls in 50–97% yields at ambient temperature in the air under visible light irradiation without any need for any additive such as base or oxidant. This method tolerates various substituents on the aryl boronic acids such as halogen, carbonyl, and a nitro group. The light-dependent photocatalytic performance of the title catalyst evaluated by action spectra revealed a maximum apparent quantum efficiency (AQYs) at 410 nm demonstrating the visible-light-driven photocatalytic reaction. The as-prepared nano biophotocatalyst proved to be reusable at least six times without losing its activity. Thus this work exhibits a favorable method from the environmental and economic point of view which enables the industrially important reactions such as coupling reactions, to be carried out efficiently under photocatalytic and practically attainable conditions. The Royal Society of Chemistry 2022-02-08 /pmc/articles/PMC8981381/ /pubmed/35425527 http://dx.doi.org/10.1039/d1ra07252h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Pourmorteza, Narges
Jafarpour, Maasoumeh
Feizpour, Fahimeh
Rezaeifard, Abdolreza
Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title_full Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title_fullStr Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title_full_unstemmed Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title_short Cu(ii)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
title_sort cu(ii)–vitamin c-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8981381/
https://www.ncbi.nlm.nih.gov/pubmed/35425527
http://dx.doi.org/10.1039/d1ra07252h
work_keys_str_mv AT pourmortezanarges cuiivitaminccomplexcatalyzedphotoinducedhomocouplingreactionofarylboronicacidinbasefreeandvisiblelightconditions
AT jafarpourmaasoumeh cuiivitaminccomplexcatalyzedphotoinducedhomocouplingreactionofarylboronicacidinbasefreeandvisiblelightconditions
AT feizpourfahimeh cuiivitaminccomplexcatalyzedphotoinducedhomocouplingreactionofarylboronicacidinbasefreeandvisiblelightconditions
AT rezaeifardabdolreza cuiivitaminccomplexcatalyzedphotoinducedhomocouplingreactionofarylboronicacidinbasefreeandvisiblelightconditions