New bis(N‐heterocyclic carbene) palladium complex immobilized on magnetic nanoparticles: as a magnetic reusable catalyst in Suzuki‐Miyaura cross coupling reaction

A new bis(N‐heterocyclic carbene) (NHC) palladium complex supported on silica coated magnetic nanoparticles (MNPs) was prepared using the reaction of synthesized Pd‐NHC complex with MNPs. The Pd‐NHC complex was prepared using the reaction of a hydroxyl‐functionalized bis‐imidazolium ionic liquid. Th...

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Veröffentlicht in:Applied organometallic chemistry 2017-12, Vol.31 (12), p.n/a
Hauptverfasser: Fareghi‐Alamdari, Reza, Saeedi, Mohammad S., Panahi, Farhad
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description A new bis(N‐heterocyclic carbene) (NHC) palladium complex supported on silica coated magnetic nanoparticles (MNPs) was prepared using the reaction of synthesized Pd‐NHC complex with MNPs. The Pd‐NHC complex was prepared using the reaction of a hydroxyl‐functionalized bis‐imidazolium ionic liquid. The Pd‐NHC organometallic complex was used as a heterogeneous recyclable and active catalyst in the Suzuki‐Miyaura reaction and various aryl halides were coupled with arylboronic acids in order to synthesize diverse biaryls in good to excellent yields. The prepared catalyst was characterized by use of some different microscopic and spectroscopic techniques including elemental analysis, FT‐IR spectroscopy, diffuse reflectance UV–Vis spectrophotometery, scanning electron microscopy (SEM), transmission electron microscopy (TEM), vibrating sample magnetometer (VSM) and X‐ray diffraction (XRD). The Pd‐NHC catalyst system is a magnetic reusable catalyst and it can be separated from the reaction mixture using an external magnetic field. The catalyst was reusable in the Suzuki‐Miyaura coupling reaction at least for 6 times without significant decreasing in its catalytic activity. Silica coated magnetic nanoparticles (MNPs) was modified with a bis(N‐heterocyclic carbene) (NHC) palladium complex in order to synthesize a novel Pd‐NHC complex for application in carbon‐carbon coupling reactions. Pd‐NHC as a magnetic reusable heterogeneous catalyst showed high reactivity in Suzuki‐Miyaura coupling reaction and it was reusable for six times without significant decreasing in its catalytic activity.
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The Pd‐NHC complex was prepared using the reaction of a hydroxyl‐functionalized bis‐imidazolium ionic liquid. The Pd‐NHC organometallic complex was used as a heterogeneous recyclable and active catalyst in the Suzuki‐Miyaura reaction and various aryl halides were coupled with arylboronic acids in order to synthesize diverse biaryls in good to excellent yields. The prepared catalyst was characterized by use of some different microscopic and spectroscopic techniques including elemental analysis, FT‐IR spectroscopy, diffuse reflectance UV–Vis spectrophotometery, scanning electron microscopy (SEM), transmission electron microscopy (TEM), vibrating sample magnetometer (VSM) and X‐ray diffraction (XRD). The Pd‐NHC catalyst system is a magnetic reusable catalyst and it can be separated from the reaction mixture using an external magnetic field. The catalyst was reusable in the Suzuki‐Miyaura coupling reaction at least for 6 times without significant decreasing in its catalytic activity. Silica coated magnetic nanoparticles (MNPs) was modified with a bis(N‐heterocyclic carbene) (NHC) palladium complex in order to synthesize a novel Pd‐NHC complex for application in carbon‐carbon coupling reactions. 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The Pd‐NHC complex was prepared using the reaction of a hydroxyl‐functionalized bis‐imidazolium ionic liquid. The Pd‐NHC organometallic complex was used as a heterogeneous recyclable and active catalyst in the Suzuki‐Miyaura reaction and various aryl halides were coupled with arylboronic acids in order to synthesize diverse biaryls in good to excellent yields. The prepared catalyst was characterized by use of some different microscopic and spectroscopic techniques including elemental analysis, FT‐IR spectroscopy, diffuse reflectance UV–Vis spectrophotometery, scanning electron microscopy (SEM), transmission electron microscopy (TEM), vibrating sample magnetometer (VSM) and X‐ray diffraction (XRD). The Pd‐NHC catalyst system is a magnetic reusable catalyst and it can be separated from the reaction mixture using an external magnetic field. The catalyst was reusable in the Suzuki‐Miyaura coupling reaction at least for 6 times without significant decreasing in its catalytic activity. Silica coated magnetic nanoparticles (MNPs) was modified with a bis(N‐heterocyclic carbene) (NHC) palladium complex in order to synthesize a novel Pd‐NHC complex for application in carbon‐carbon coupling reactions. Pd‐NHC as a magnetic reusable heterogeneous catalyst showed high reactivity in Suzuki‐Miyaura coupling reaction and it was reusable for six times without significant decreasing in its catalytic activity.</description><subject>Aromatic compounds</subject><subject>bis(N‐heterocyclic carbene)</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical reactions</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Cross coupling</subject><subject>Electron microscopy</subject><subject>Fourier transforms</subject><subject>Halides</subject><subject>Infrared spectroscopy</subject><subject>Ionic liquids</subject><subject>magnetic nanoparticles</subject><subject>nanocatalyst</subject><subject>Nanoparticles</subject><subject>Palladium</subject><subject>Reflectance</subject><subject>Scanning electron microscopy</subject><subject>Silicon dioxide</subject><subject>Suzuki‐Miyaura coupling reaction</subject><subject>X-ray diffraction</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kU1O5DAQhS3ESDQMEkewxAYWgUrSScfsUIs_iZ_FDOuo4pTB4NjBTgRhxRE4xRxsToKhR2I1qypVfa9eSY-xnRQOUoDsEJ08yKsFrLFZCkIksMjFOptBVlZJVkKxwTZDeAAAUabzGftzTc-80WHv-u_b-z0N5J2cpNGSS_QNWdrnPRqDrR47Ll3XG3rhuutco41-pZY7yzu8szREiUXrevSxNRSOOAaO30tPY8DGUDw8oJnCwLXlv8bX8VFH6ys94eiRS-9CiEZjb7S9iyKUg3b2J_uh0ATa_le32O3pye_leXJ5c3axPL5MZCZySAqAdi4REUosKyqKDJuikk1TiFSCVEKVqFA1QlWqmMdZpqQqBVHVtpFT-RbbXd3tvXsaKQz1gxu9jZZ1KspFlS6yeR6pvRX19a0nVfded-inOoX6M4U6plB_phDRZIU-a0PTf7n6-Gb5xX8AQo-P1g</recordid><startdate>201712</startdate><enddate>201712</enddate><creator>Fareghi‐Alamdari, Reza</creator><creator>Saeedi, Mohammad S.</creator><creator>Panahi, Farhad</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-7941-4334</orcidid></search><sort><creationdate>201712</creationdate><title>New bis(N‐heterocyclic carbene) palladium complex immobilized on magnetic nanoparticles: as a magnetic reusable catalyst in Suzuki‐Miyaura cross coupling reaction</title><author>Fareghi‐Alamdari, Reza ; Saeedi, Mohammad S. ; Panahi, Farhad</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2930-500d4caaa06a68e552ab58cbb591c0cf9f6afafb9f8f5491c2fcf69ee8dd58cf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Aromatic compounds</topic><topic>bis(N‐heterocyclic carbene)</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical reactions</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Cross coupling</topic><topic>Electron microscopy</topic><topic>Fourier transforms</topic><topic>Halides</topic><topic>Infrared spectroscopy</topic><topic>Ionic liquids</topic><topic>magnetic nanoparticles</topic><topic>nanocatalyst</topic><topic>Nanoparticles</topic><topic>Palladium</topic><topic>Reflectance</topic><topic>Scanning electron microscopy</topic><topic>Silicon dioxide</topic><topic>Suzuki‐Miyaura coupling reaction</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fareghi‐Alamdari, Reza</creatorcontrib><creatorcontrib>Saeedi, Mohammad S.</creatorcontrib><creatorcontrib>Panahi, Farhad</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fareghi‐Alamdari, Reza</au><au>Saeedi, Mohammad S.</au><au>Panahi, Farhad</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New bis(N‐heterocyclic carbene) palladium complex immobilized on magnetic nanoparticles: as a magnetic reusable catalyst in Suzuki‐Miyaura cross coupling reaction</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2017-12</date><risdate>2017</risdate><volume>31</volume><issue>12</issue><epage>n/a</epage><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>A new bis(N‐heterocyclic carbene) (NHC) palladium complex supported on silica coated magnetic nanoparticles (MNPs) was prepared using the reaction of synthesized Pd‐NHC complex with MNPs. 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source Wiley Online Library Journals Frontfile Complete
subjects Aromatic compounds
bis(N‐heterocyclic carbene)
Catalysis
Catalysts
Catalytic activity
Chemical reactions
Chemical synthesis
Chemistry
Cross coupling
Electron microscopy
Fourier transforms
Halides
Infrared spectroscopy
Ionic liquids
magnetic nanoparticles
nanocatalyst
Nanoparticles
Palladium
Reflectance
Scanning electron microscopy
Silicon dioxide
Suzuki‐Miyaura coupling reaction
X-ray diffraction
title New bis(N‐heterocyclic carbene) palladium complex immobilized on magnetic nanoparticles: as a magnetic reusable catalyst in Suzuki‐Miyaura cross coupling reaction
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