Cargando…

Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols

The selective oxidation of alcohols, leading to appropriate aldehydes, is widely recognised as one of the most important reactions in organic synthesis. With ever-increasing environmental concerns, much attention has been directed toward developing catalytic protocols that use molecular oxygen as an...

Descripción completa

Detalles Bibliográficos
Autores principales: Krogul-Sobczak, Agnieszka, Pisarek, Natalia, Cieciórski, Piotr, Megiel, Elżbieta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330881/
https://www.ncbi.nlm.nih.gov/pubmed/35893509
http://dx.doi.org/10.3390/nano12152542
_version_ 1784758269429940224
author Krogul-Sobczak, Agnieszka
Pisarek, Natalia
Cieciórski, Piotr
Megiel, Elżbieta
author_facet Krogul-Sobczak, Agnieszka
Pisarek, Natalia
Cieciórski, Piotr
Megiel, Elżbieta
author_sort Krogul-Sobczak, Agnieszka
collection PubMed
description The selective oxidation of alcohols, leading to appropriate aldehydes, is widely recognised as one of the most important reactions in organic synthesis. With ever-increasing environmental concerns, much attention has been directed toward developing catalytic protocols that use molecular oxygen as an oxidant. An ideal green oxidation process should employ a highly active, selective and recyclable catalyst that can work with oxygen under mild conditions. This paper presents a successful application of densely grafted silver nanostructures with stable nitroxide radicals (N-AgNPs) as an effective, easily-recovered and regenerable catalyst for the selective oxidation of alcohols. The fabricated ultra-small and narrow dispersive silver nanoparticles have been fully characterised using physicochemical methods (TEM, DLS, XPS, TGA). N-AgNPs have been successfully applied to oxidise several model alcohols: benzyl alcohol, 4-pyridinemethanol, furfuryl alcohol, 1-phenyl ethanol, n-heptanol and allyl alcohol under mild conditions using oxygen as a stoichiometric oxidant. Notably, the fabricated nitroxide grafted silver nanoparticles (N-AgNPs) were reused more than ten times in the oxidation of a series of primary alcohols to corresponding aldehydes under mild conditions with very high yields and a selectivity close to 100%.
format Online
Article
Text
id pubmed-9330881
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-93308812022-07-29 Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols Krogul-Sobczak, Agnieszka Pisarek, Natalia Cieciórski, Piotr Megiel, Elżbieta Nanomaterials (Basel) Article The selective oxidation of alcohols, leading to appropriate aldehydes, is widely recognised as one of the most important reactions in organic synthesis. With ever-increasing environmental concerns, much attention has been directed toward developing catalytic protocols that use molecular oxygen as an oxidant. An ideal green oxidation process should employ a highly active, selective and recyclable catalyst that can work with oxygen under mild conditions. This paper presents a successful application of densely grafted silver nanostructures with stable nitroxide radicals (N-AgNPs) as an effective, easily-recovered and regenerable catalyst for the selective oxidation of alcohols. The fabricated ultra-small and narrow dispersive silver nanoparticles have been fully characterised using physicochemical methods (TEM, DLS, XPS, TGA). N-AgNPs have been successfully applied to oxidise several model alcohols: benzyl alcohol, 4-pyridinemethanol, furfuryl alcohol, 1-phenyl ethanol, n-heptanol and allyl alcohol under mild conditions using oxygen as a stoichiometric oxidant. Notably, the fabricated nitroxide grafted silver nanoparticles (N-AgNPs) were reused more than ten times in the oxidation of a series of primary alcohols to corresponding aldehydes under mild conditions with very high yields and a selectivity close to 100%. MDPI 2022-07-24 /pmc/articles/PMC9330881/ /pubmed/35893509 http://dx.doi.org/10.3390/nano12152542 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Krogul-Sobczak, Agnieszka
Pisarek, Natalia
Cieciórski, Piotr
Megiel, Elżbieta
Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title_full Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title_fullStr Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title_full_unstemmed Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title_short Silver Nanoparticles Densely Grafted with Nitroxides as a Recyclable Green Catalyst in the Selective Oxidation of Alcohols
title_sort silver nanoparticles densely grafted with nitroxides as a recyclable green catalyst in the selective oxidation of alcohols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330881/
https://www.ncbi.nlm.nih.gov/pubmed/35893509
http://dx.doi.org/10.3390/nano12152542
work_keys_str_mv AT krogulsobczakagnieszka silvernanoparticlesdenselygraftedwithnitroxidesasarecyclablegreencatalystintheselectiveoxidationofalcohols
AT pisareknatalia silvernanoparticlesdenselygraftedwithnitroxidesasarecyclablegreencatalystintheselectiveoxidationofalcohols
AT cieciorskipiotr silvernanoparticlesdenselygraftedwithnitroxidesasarecyclablegreencatalystintheselectiveoxidationofalcohols
AT megielelzbieta silvernanoparticlesdenselygraftedwithnitroxidesasarecyclablegreencatalystintheselectiveoxidationofalcohols