Efficient Hydrodehalogenation of Aryl Halides Catalyzed by Bis(NHC)-Pd(II) Complex Supported on Magnetic Mesoporous Silica
The synthesis and characterization of a new bis(NHC)-Pd(II) catalyst supported on magnetic SBA-15 (Fe 3 O 4 @SiO 2 -SBA) were reported. Magnetic SBA-15 was sequentially treated with (3-aminopropyl)triethoxysilane (APTES), cyanuric chloride (CC), imidazole, and 2-bromopyridine. The modified magnetic...
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| creator | Fekri, Somayeh Mansoori, Yagoub Esquivel, Dolores Navarro, M. Angeles |
| description | The synthesis and characterization of a new bis(NHC)-Pd(II) catalyst supported on magnetic SBA-15 (Fe
3
O
4
@SiO
2
-SBA) were reported. Magnetic SBA-15 was sequentially treated with (3-aminopropyl)triethoxysilane (APTES), cyanuric chloride (CC), imidazole, and 2-bromopyridine. The modified magnetic particles were then further reacted with
trans
-Pd(Cl)
2
(SMe
2
)
2
complex to give Fe
3
O
4
@SiO
2
-SBA-AP-CC-bis(NHC)-Pd(II) as a supported bis(NHC) complex. The obtained material was characterized by common spectroscopic methods. X‐ray photoelectron spectroscopy (XPS) revealed the interaction of some imine nitrogens with palladium atoms. The prepared catalyst was applied in the hydrodehalogenation of aryl halides. The effects of reaction parameters were investigated to establish the optimal reaction conditions. The catalyst was magnetically separated and reused seven times without significant catalyst deactivation and Pd leaching.
Graphical Abstract |
| doi_str_mv | 10.1007/s10562-023-04319-w |
| format | Article |
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3
O
4
@SiO
2
-SBA) were reported. Magnetic SBA-15 was sequentially treated with (3-aminopropyl)triethoxysilane (APTES), cyanuric chloride (CC), imidazole, and 2-bromopyridine. The modified magnetic particles were then further reacted with
trans
-Pd(Cl)
2
(SMe
2
)
2
complex to give Fe
3
O
4
@SiO
2
-SBA-AP-CC-bis(NHC)-Pd(II) as a supported bis(NHC) complex. The obtained material was characterized by common spectroscopic methods. X‐ray photoelectron spectroscopy (XPS) revealed the interaction of some imine nitrogens with palladium atoms. The prepared catalyst was applied in the hydrodehalogenation of aryl halides. The effects of reaction parameters were investigated to establish the optimal reaction conditions. The catalyst was magnetically separated and reused seven times without significant catalyst deactivation and Pd leaching.
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3
O
4
@SiO
2
-SBA) were reported. Magnetic SBA-15 was sequentially treated with (3-aminopropyl)triethoxysilane (APTES), cyanuric chloride (CC), imidazole, and 2-bromopyridine. The modified magnetic particles were then further reacted with
trans
-Pd(Cl)
2
(SMe
2
)
2
complex to give Fe
3
O
4
@SiO
2
-SBA-AP-CC-bis(NHC)-Pd(II) as a supported bis(NHC) complex. The obtained material was characterized by common spectroscopic methods. X‐ray photoelectron spectroscopy (XPS) revealed the interaction of some imine nitrogens with palladium atoms. The prepared catalyst was applied in the hydrodehalogenation of aryl halides. The effects of reaction parameters were investigated to establish the optimal reaction conditions. The catalyst was magnetically separated and reused seven times without significant catalyst deactivation and Pd leaching.
Graphical Abstract</description><subject>Alcohol</subject><subject>Aminopropyltriethoxysilane</subject><subject>Aromatic compounds</subject><subject>Biocompatibility</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>cyanuric chloride</subject><subject>Electrons</subject><subject>Green chemistry</subject><subject>Halides</subject><subject>Imidazole</subject><subject>imines</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Iron oxides</subject><subject>Leaching</subject><subject>Ligands</subject><subject>magnetism</subject><subject>Nanoparticles</subject><subject>Organometallic Chemistry</subject><subject>Oxidation</subject><subject>Palladium</subject><subject>PCB</subject><subject>Photoelectrons</subject><subject>Physical Chemistry</subject><subject>Polychlorinated biphenyls</subject><subject>Pore size</subject><subject>porous media</subject><subject>silica</subject><subject>Silicon dioxide</subject><subject>Sodium</subject><subject>X-ray photoelectron spectroscopy</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNp9kUFrFDEUxwexYG39Ap4CXraHaF6S2dkc69C6C60tVKG3kCYva0p2Miaz1OmnN7qC4MHTezx-_z8Pfk3zFth7YKz7UIC1S04ZF5RJAYo-vWiOoe04XXXq_mXdGQAVHb9_1bwu5ZExpjpQx83zhffBBhwmsp5dTg6_mZi2OJgppIEkT87zHMnaxOCwkN5MJs7P6MjDTD6Gsvi87s_orVtsNmekT7sx4g9ytx_HlKcK1YZrsx1wCpZcY0n1nPaF3IUYrDltjryJBd_8mSfN18uLL_2aXt182vTnV9SKlk8UJXPc4BINAHNCdNhBJ6VXwgnOlWz9ilkwFlC0vgWvHDy03HFnjF92FsVJszj0jjl932OZ9C4UizGaAes3WkArliClUhV99w_6mPZ5qN9prqCVksGKVYofKJtTKRm9HnPYmTxrYPqXDn3QoasO_VuHfqohcQiVCg9bzH-r_5P6CeHcjfs</recordid><startdate>20240201</startdate><enddate>20240201</enddate><creator>Fekri, Somayeh</creator><creator>Mansoori, Yagoub</creator><creator>Esquivel, Dolores</creator><creator>Navarro, M. Angeles</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>7S9</scope><scope>L.6</scope><orcidid>https://orcid.org/0000-0002-0562-3704</orcidid></search><sort><creationdate>20240201</creationdate><title>Efficient Hydrodehalogenation of Aryl Halides Catalyzed by Bis(NHC)-Pd(II) Complex Supported on Magnetic Mesoporous Silica</title><author>Fekri, Somayeh ; Mansoori, Yagoub ; Esquivel, Dolores ; Navarro, M. Angeles</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c352t-e40d2ae6ea110d337e71744f93d322945f80c1ac1e35f51f9d1b52d2daaf67ce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Alcohol</topic><topic>Aminopropyltriethoxysilane</topic><topic>Aromatic compounds</topic><topic>Biocompatibility</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>cyanuric chloride</topic><topic>Electrons</topic><topic>Green chemistry</topic><topic>Halides</topic><topic>Imidazole</topic><topic>imines</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Iron oxides</topic><topic>Leaching</topic><topic>Ligands</topic><topic>magnetism</topic><topic>Nanoparticles</topic><topic>Organometallic Chemistry</topic><topic>Oxidation</topic><topic>Palladium</topic><topic>PCB</topic><topic>Photoelectrons</topic><topic>Physical Chemistry</topic><topic>Polychlorinated biphenyls</topic><topic>Pore size</topic><topic>porous media</topic><topic>silica</topic><topic>Silicon dioxide</topic><topic>Sodium</topic><topic>X-ray photoelectron spectroscopy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fekri, Somayeh</creatorcontrib><creatorcontrib>Mansoori, Yagoub</creatorcontrib><creatorcontrib>Esquivel, Dolores</creatorcontrib><creatorcontrib>Navarro, M. Angeles</creatorcontrib><collection>CrossRef</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central</collection><collection>SciTech Premium Collection</collection><collection>https://resources.nclive.org/materials</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fekri, Somayeh</au><au>Mansoori, Yagoub</au><au>Esquivel, Dolores</au><au>Navarro, M. Angeles</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient Hydrodehalogenation of Aryl Halides Catalyzed by Bis(NHC)-Pd(II) Complex Supported on Magnetic Mesoporous Silica</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2024-02-01</date><risdate>2024</risdate><volume>154</volume><issue>2</issue><spage>695</spage><epage>707</epage><pages>695-707</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>The synthesis and characterization of a new bis(NHC)-Pd(II) catalyst supported on magnetic SBA-15 (Fe
3
O
4
@SiO
2
-SBA) were reported. Magnetic SBA-15 was sequentially treated with (3-aminopropyl)triethoxysilane (APTES), cyanuric chloride (CC), imidazole, and 2-bromopyridine. The modified magnetic particles were then further reacted with
trans
-Pd(Cl)
2
(SMe
2
)
2
complex to give Fe
3
O
4
@SiO
2
-SBA-AP-CC-bis(NHC)-Pd(II) as a supported bis(NHC) complex. The obtained material was characterized by common spectroscopic methods. X‐ray photoelectron spectroscopy (XPS) revealed the interaction of some imine nitrogens with palladium atoms. The prepared catalyst was applied in the hydrodehalogenation of aryl halides. The effects of reaction parameters were investigated to establish the optimal reaction conditions. The catalyst was magnetically separated and reused seven times without significant catalyst deactivation and Pd leaching.
Graphical Abstract</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10562-023-04319-w</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0002-0562-3704</orcidid></addata></record> |
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| ispartof | Catalysis letters, 2024-02, Vol.154 (2), p.695-707 |
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| subjects | Alcohol Aminopropyltriethoxysilane Aromatic compounds Biocompatibility Catalysis Catalysts Chemistry Chemistry and Materials Science cyanuric chloride Electrons Green chemistry Halides Imidazole imines Industrial Chemistry/Chemical Engineering Iron oxides Leaching Ligands magnetism Nanoparticles Organometallic Chemistry Oxidation Palladium PCB Photoelectrons Physical Chemistry Polychlorinated biphenyls Pore size porous media silica Silicon dioxide Sodium X-ray photoelectron spectroscopy |
| title | Efficient Hydrodehalogenation of Aryl Halides Catalyzed by Bis(NHC)-Pd(II) Complex Supported on Magnetic Mesoporous Silica |
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