Cargando…

Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides

[Image: see text] Herein, we describe efficient nanogold-catalyzed cycloisomerization reactions of alkynoic acids and allenynamides to enol lactones and dihydropyrroles, respectively (the latter via an Alder-ene reaction). The gold nanoparticles were immobilized on thiol-functionalized microcrystall...

Descripción completa

Detalles Bibliográficos
Autores principales: Deiana, Luca, Badali, Elham, Rafi, Abdolrahim A., Tai, Cheuk-Wai, Bäckvall, Jan-E, Córdova, Armando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10407851/
https://www.ncbi.nlm.nih.gov/pubmed/37560186
http://dx.doi.org/10.1021/acscatal.3c02722
_version_ 1785086054427000832
author Deiana, Luca
Badali, Elham
Rafi, Abdolrahim A.
Tai, Cheuk-Wai
Bäckvall, Jan-E
Córdova, Armando
author_facet Deiana, Luca
Badali, Elham
Rafi, Abdolrahim A.
Tai, Cheuk-Wai
Bäckvall, Jan-E
Córdova, Armando
author_sort Deiana, Luca
collection PubMed
description [Image: see text] Herein, we describe efficient nanogold-catalyzed cycloisomerization reactions of alkynoic acids and allenynamides to enol lactones and dihydropyrroles, respectively (the latter via an Alder-ene reaction). The gold nanoparticles were immobilized on thiol-functionalized microcrystalline cellulose and characterized by electron microscopy (HAADF-STEM) and by XPS. The thiol-stabilized gold nanoparticles (Au(0)) were obtained in the size range 1.5–6 nm at the cellulose surface. The robust and sustainable cellulose-supported gold nanocatalyst can be recycled for multiple cycles without losing activity.
format Online
Article
Text
id pubmed-10407851
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-104078512023-08-09 Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides Deiana, Luca Badali, Elham Rafi, Abdolrahim A. Tai, Cheuk-Wai Bäckvall, Jan-E Córdova, Armando ACS Catal [Image: see text] Herein, we describe efficient nanogold-catalyzed cycloisomerization reactions of alkynoic acids and allenynamides to enol lactones and dihydropyrroles, respectively (the latter via an Alder-ene reaction). The gold nanoparticles were immobilized on thiol-functionalized microcrystalline cellulose and characterized by electron microscopy (HAADF-STEM) and by XPS. The thiol-stabilized gold nanoparticles (Au(0)) were obtained in the size range 1.5–6 nm at the cellulose surface. The robust and sustainable cellulose-supported gold nanocatalyst can be recycled for multiple cycles without losing activity. American Chemical Society 2023-07-25 /pmc/articles/PMC10407851/ /pubmed/37560186 http://dx.doi.org/10.1021/acscatal.3c02722 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Deiana, Luca
Badali, Elham
Rafi, Abdolrahim A.
Tai, Cheuk-Wai
Bäckvall, Jan-E
Córdova, Armando
Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title_full Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title_fullStr Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title_full_unstemmed Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title_short Cellulose-Supported Heterogeneous Gold-Catalyzed Cycloisomerization Reactions of Alkynoic Acids and Allenynamides
title_sort cellulose-supported heterogeneous gold-catalyzed cycloisomerization reactions of alkynoic acids and allenynamides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10407851/
https://www.ncbi.nlm.nih.gov/pubmed/37560186
http://dx.doi.org/10.1021/acscatal.3c02722
work_keys_str_mv AT deianaluca cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides
AT badalielham cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides
AT rafiabdolrahima cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides
AT taicheukwai cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides
AT backvalljane cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides
AT cordovaarmando cellulosesupportedheterogeneousgoldcatalyzedcycloisomerizationreactionsofalkynoicacidsandallenynamides