Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst

Abstract An efficient and recyclable palladium (II) catalyst supported on a double-structured amphiphilic polymer composite was reported previously containing a polymer hydrogel within macroporous polystyrene (PS) microspheres. However, some critical questions have been unaddressed. First, the catal...

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Autores principales: Mian Wang, Han Xue, Fei Ju, Haijie Yang
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Publicado: Nature Portfolio 2017
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Acceso en línea:https://doaj.org/article/c9a9a382d43e4924b3b813e10cf1d7d1
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spelling oai:doaj.org-article:c9a9a382d43e4924b3b813e10cf1d7d12021-12-02T16:06:28ZAcceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst10.1038/s41598-017-06499-z2045-2322https://doaj.org/article/c9a9a382d43e4924b3b813e10cf1d7d12017-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-06499-zhttps://doaj.org/toc/2045-2322Abstract An efficient and recyclable palladium (II) catalyst supported on a double-structured amphiphilic polymer composite was reported previously containing a polymer hydrogel within macroporous polystyrene (PS) microspheres. However, some critical questions have been unaddressed. First, the catalyst accelerated the heterogeneous ligand-free batch Suzuki-Miyaura reaction in a H2O/EtOH mixture solution at room temperature in the presence of air, which could be ascribed to the “on-water” effect taking place at the interface of the aqueous–organic and basic-aqueous phases created by sodium carbonate in H2O/EtOH. To this acceleration, the double-structured amphiphilic polymer composite can also contribute by providing hydrogels inside the macroporous PS that served as a microreactor. This microreactor allowed the reactions to quickly proceed across the two immiscible (i.e. aqueous-organic and basic-aqueous) phases. Moreover, hydrogels containing hydroxyl groups can also serve as phase-transfer catalysts (PTC) to promote the Suzuki reaction. Second, the deactivated catalyst recovered its initial catalytic activity after overnight air exposure. This observation indicates the importance of oxygen in the activation/deactivation of Pd metals, as determined by X-ray photoelectron spectroscopy (XPS) and X-ray diffraction (XRD) measurements which revealed different Pd oxidation states with various morphologies before and after Suzuki reactions.Mian WangHan XueFei JuHaijie YangNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-9 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Mian Wang
Han Xue
Fei Ju
Haijie Yang
Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
description Abstract An efficient and recyclable palladium (II) catalyst supported on a double-structured amphiphilic polymer composite was reported previously containing a polymer hydrogel within macroporous polystyrene (PS) microspheres. However, some critical questions have been unaddressed. First, the catalyst accelerated the heterogeneous ligand-free batch Suzuki-Miyaura reaction in a H2O/EtOH mixture solution at room temperature in the presence of air, which could be ascribed to the “on-water” effect taking place at the interface of the aqueous–organic and basic-aqueous phases created by sodium carbonate in H2O/EtOH. To this acceleration, the double-structured amphiphilic polymer composite can also contribute by providing hydrogels inside the macroporous PS that served as a microreactor. This microreactor allowed the reactions to quickly proceed across the two immiscible (i.e. aqueous-organic and basic-aqueous) phases. Moreover, hydrogels containing hydroxyl groups can also serve as phase-transfer catalysts (PTC) to promote the Suzuki reaction. Second, the deactivated catalyst recovered its initial catalytic activity after overnight air exposure. This observation indicates the importance of oxygen in the activation/deactivation of Pd metals, as determined by X-ray photoelectron spectroscopy (XPS) and X-ray diffraction (XRD) measurements which revealed different Pd oxidation states with various morphologies before and after Suzuki reactions.
format article
author Mian Wang
Han Xue
Fei Ju
Haijie Yang
author_facet Mian Wang
Han Xue
Fei Ju
Haijie Yang
author_sort Mian Wang
title Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
title_short Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
title_full Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
title_fullStr Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
title_full_unstemmed Acceleration of Batch-type Heterogeneous Ligand-free Suzuki-Miyaura Reactions with Polymer Composite Supported Pd Catalyst
title_sort acceleration of batch-type heterogeneous ligand-free suzuki-miyaura reactions with polymer composite supported pd catalyst
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/c9a9a382d43e4924b3b813e10cf1d7d1
work_keys_str_mv AT mianwang accelerationofbatchtypeheterogeneousligandfreesuzukimiyaurareactionswithpolymercompositesupportedpdcatalyst
AT hanxue accelerationofbatchtypeheterogeneousligandfreesuzukimiyaurareactionswithpolymercompositesupportedpdcatalyst
AT feiju accelerationofbatchtypeheterogeneousligandfreesuzukimiyaurareactionswithpolymercompositesupportedpdcatalyst
AT haijieyang accelerationofbatchtypeheterogeneousligandfreesuzukimiyaurareactionswithpolymercompositesupportedpdcatalyst
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