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Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water

Bimetallic Ru–Ni and Rh–Ni nanocatalysts coated with a phase transfer agent efficiently cleave aryl ether C–O linkages in water in the presence of hydrogen. For dimeric substrates with weaker C–O linkages, i.e. α-O-4 and β-O-4 bonds, low loadings of the precious metal (Rh or Ru) in the nanocatalysts...

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Autores principales: Bulut, Safak, Siankevich, Sviatlana, van Muyden, Antoine P., Alexander, Duncan T. L., Savoglidis, Georgios, Zhang, Jiaguang, Hatzimanikatis, Vassily, Yan, Ning, Dyson, Paul J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6049526/
https://www.ncbi.nlm.nih.gov/pubmed/30061984
http://dx.doi.org/10.1039/c8sc00742j
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author Bulut, Safak
Siankevich, Sviatlana
van Muyden, Antoine P.
Alexander, Duncan T. L.
Savoglidis, Georgios
Zhang, Jiaguang
Hatzimanikatis, Vassily
Yan, Ning
Dyson, Paul J.
author_facet Bulut, Safak
Siankevich, Sviatlana
van Muyden, Antoine P.
Alexander, Duncan T. L.
Savoglidis, Georgios
Zhang, Jiaguang
Hatzimanikatis, Vassily
Yan, Ning
Dyson, Paul J.
author_sort Bulut, Safak
collection PubMed
description Bimetallic Ru–Ni and Rh–Ni nanocatalysts coated with a phase transfer agent efficiently cleave aryl ether C–O linkages in water in the presence of hydrogen. For dimeric substrates with weaker C–O linkages, i.e. α-O-4 and β-O-4 bonds, low loadings of the precious metal (Rh or Ru) in the nanocatalysts quantitatively afford monomers, whereas for the stronger 4-O-5 linkage higher amounts of the precious metal are required to achieve complete conversion. Under the optimized, relatively mild operating conditions, the C–O bonds in a range of substituted ether compounds are efficiently cleaved, and mechanistic insights into the reaction pathways are provided. This work paves the way to sustainable approaches for the hydrogenolysis of C–O bonds.
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spelling pubmed-60495262018-07-30 Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water Bulut, Safak Siankevich, Sviatlana van Muyden, Antoine P. Alexander, Duncan T. L. Savoglidis, Georgios Zhang, Jiaguang Hatzimanikatis, Vassily Yan, Ning Dyson, Paul J. Chem Sci Chemistry Bimetallic Ru–Ni and Rh–Ni nanocatalysts coated with a phase transfer agent efficiently cleave aryl ether C–O linkages in water in the presence of hydrogen. For dimeric substrates with weaker C–O linkages, i.e. α-O-4 and β-O-4 bonds, low loadings of the precious metal (Rh or Ru) in the nanocatalysts quantitatively afford monomers, whereas for the stronger 4-O-5 linkage higher amounts of the precious metal are required to achieve complete conversion. Under the optimized, relatively mild operating conditions, the C–O bonds in a range of substituted ether compounds are efficiently cleaved, and mechanistic insights into the reaction pathways are provided. This work paves the way to sustainable approaches for the hydrogenolysis of C–O bonds. Royal Society of Chemistry 2018-06-06 /pmc/articles/PMC6049526/ /pubmed/30061984 http://dx.doi.org/10.1039/c8sc00742j Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Bulut, Safak
Siankevich, Sviatlana
van Muyden, Antoine P.
Alexander, Duncan T. L.
Savoglidis, Georgios
Zhang, Jiaguang
Hatzimanikatis, Vassily
Yan, Ning
Dyson, Paul J.
Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title_full Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title_fullStr Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title_full_unstemmed Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title_short Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
title_sort efficient cleavage of aryl ether c–o linkages by rh–ni and ru–ni nanoscale catalysts operating in water
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6049526/
https://www.ncbi.nlm.nih.gov/pubmed/30061984
http://dx.doi.org/10.1039/c8sc00742j
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