Modified nanomagnetite silica core shell with new Cu (II) N,N‐ chelating complex as an efficient and reusable catalyst in the C‐N bond formation

In this article, initially, the TCTCl (DiPrAEA)2 ligand was synthesized and characterized by Fourier transform infrared (FT‐IR), X‐ray crystallography, 1H‐ and 13C‐NMR spectroscopy, and elemental analysis. The crystallographic structure data for the ligand has been deposited at the Cambridge Crystal...

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Veröffentlicht in:Applied organometallic chemistry 2024-09, Vol.38 (9), p.n/a
Hauptverfasser: Rahmatzadeh, Setareh, Sardarian, Ali Reza, Rafipour, Danial
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Rafipour, Danial
description In this article, initially, the TCTCl (DiPrAEA)2 ligand was synthesized and characterized by Fourier transform infrared (FT‐IR), X‐ray crystallography, 1H‐ and 13C‐NMR spectroscopy, and elemental analysis. The crystallographic structure data for the ligand has been deposited at the Cambridge Crystallographic Data Centre (CCDC No. 2282732). Then, using of this novel multidentate ligand, a novel and stable copper (II) nanocatalyst complex was synthesized by anchoring copper (II) acetate onto the core‐shell surface (Fe3O4@SiO2) via the novel multidentate ligand TCTCl (DiPrAEA)2. The successful synthesis of the Fe3O4@SiO2‐NH‐TCT (DiPrAEA)2‐Cu (II) nanocatalyst was confirmed by employing physicochemical techniques such as FT‐IR, X‐ray diffraction, ultraviolet‐visible, thermogravimetric analysis, X‐ray photoelectron spectroscopy, Brunauer–Emmett–Teller, energy‐dispersive X‐ray, dynamic light scattering, inductively coupled plasma, transmission electron microscopy, field emission scanning electron microscopy, and vibrating sample magnetometer. Subsequently, this novel copper (II) nanomagnetic complex was evaluated as an efficient, reusable, and novel catalyst for the formation of C‐N bonds via the Ullmann coupling reaction of aryl halides and nitrogen‐containing compounds. The influence of this novel TCTCl (DiPrAEA)2 ligand on the reactivity and stability of the nanomagnetic copper complex was visible in the Ullmann reaction, which resulted in rapid reaction times and excellent yields, and seven times reusability. Modified magnetite silica core shell with new Cu(II) N,N‐ chelating complex as a novel, efficient, reusable nanomagnetic catalyst in the C‐N bond formation.
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The crystallographic structure data for the ligand has been deposited at the Cambridge Crystallographic Data Centre (CCDC No. 2282732). Then, using of this novel multidentate ligand, a novel and stable copper (II) nanocatalyst complex was synthesized by anchoring copper (II) acetate onto the core‐shell surface (Fe3O4@SiO2) via the novel multidentate ligand TCTCl (DiPrAEA)2. The successful synthesis of the Fe3O4@SiO2‐NH‐TCT (DiPrAEA)2‐Cu (II) nanocatalyst was confirmed by employing physicochemical techniques such as FT‐IR, X‐ray diffraction, ultraviolet‐visible, thermogravimetric analysis, X‐ray photoelectron spectroscopy, Brunauer–Emmett–Teller, energy‐dispersive X‐ray, dynamic light scattering, inductively coupled plasma, transmission electron microscopy, field emission scanning electron microscopy, and vibrating sample magnetometer. Subsequently, this novel copper (II) nanomagnetic complex was evaluated as an efficient, reusable, and novel catalyst for the formation of C‐N bonds via the Ullmann coupling reaction of aryl halides and nitrogen‐containing compounds. The influence of this novel TCTCl (DiPrAEA)2 ligand on the reactivity and stability of the nanomagnetic copper complex was visible in the Ullmann reaction, which resulted in rapid reaction times and excellent yields, and seven times reusability. 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The crystallographic structure data for the ligand has been deposited at the Cambridge Crystallographic Data Centre (CCDC No. 2282732). Then, using of this novel multidentate ligand, a novel and stable copper (II) nanocatalyst complex was synthesized by anchoring copper (II) acetate onto the core‐shell surface (Fe3O4@SiO2) via the novel multidentate ligand TCTCl (DiPrAEA)2. The successful synthesis of the Fe3O4@SiO2‐NH‐TCT (DiPrAEA)2‐Cu (II) nanocatalyst was confirmed by employing physicochemical techniques such as FT‐IR, X‐ray diffraction, ultraviolet‐visible, thermogravimetric analysis, X‐ray photoelectron spectroscopy, Brunauer–Emmett–Teller, energy‐dispersive X‐ray, dynamic light scattering, inductively coupled plasma, transmission electron microscopy, field emission scanning electron microscopy, and vibrating sample magnetometer. Subsequently, this novel copper (II) nanomagnetic complex was evaluated as an efficient, reusable, and novel catalyst for the formation of C‐N bonds via the Ullmann coupling reaction of aryl halides and nitrogen‐containing compounds. The influence of this novel TCTCl (DiPrAEA)2 ligand on the reactivity and stability of the nanomagnetic copper complex was visible in the Ullmann reaction, which resulted in rapid reaction times and excellent yields, and seven times reusability. Modified magnetite silica core shell with new Cu(II) N,N‐ chelating complex as a novel, efficient, reusable nanomagnetic catalyst in the C‐N bond formation.</description><subject>2,4,6‐trichloro‐1,3,5‐triazine</subject><subject>2‐(disopropylamino)ethylamine</subject><subject>Catalysts</subject><subject>Chelation</subject><subject>Chemical analysis</subject><subject>Chemical bonds</subject><subject>Chemical reactions</subject><subject>Chemical synthesis</subject><subject>Copper</subject><subject>Copper compounds</subject><subject>Crystal structure</subject><subject>Crystallography</subject><subject>C‐N bond formation</subject><subject>Data analysis</subject><subject>Electron microscopy</subject><subject>Fe3O4‐based Cu (II) catalyst</subject><subject>Field emission microscopy</subject><subject>Fourier transforms</subject><subject>Halides</subject><subject>Inductively coupled plasma</subject><subject>Infrared analysis</subject><subject>Iron oxides</subject><subject>Ligands</subject><subject>Magnetic nanocatalyst</subject><subject>Microscopy</subject><subject>Nitrogen</subject><subject>Photoelectrons</subject><subject>Photon correlation spectroscopy</subject><subject>Silicon dioxide</subject><subject>Spectroscopic analysis</subject><subject>Spectrum analysis</subject><subject>Thermogravimetric analysis</subject><subject>Ullmann reaction</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp10M9u1DAQBnALgcRSkHiEkbgUiZRxnDjxsYr4s1LZXuAcTZJJ11XWXmyvtnvjETjwhDwJLsuVk8ean76RPiFeS7ySiOV78uNVoxU-ESuJxhTYKPNUrLDUbVFqrJ-LFzHeI6LRslqJX1_8ZGfLEzhyfkd3jpNNDNEudiQYfcjzlpcFjjZtwfERugNcrtdvYfNu8_vHTxjzlpJ1dxnv9gs_AEUgBzzPdrTsUv5MEPgQaVgYRkq0nGIC6yBtGbqcsYHBZzP7sMtJ3r0Uz2ZaIr_6916Ibx8_fO0-Fze3n9bd9U0xlnWFBc1Ymom1olqVldJSa2yQpwGHZlZNW1WkB01UydZIpbE1qsRcCtembKdGqgvx5py7D_77gWPq7_0huHyyV2hqpVo0mNXlWY3Bxxh47vfB7iiceon9Y-d97rx_7DzT4kyPduHTf11_fdv99X8Alf2C1w</recordid><startdate>202409</startdate><enddate>202409</enddate><creator>Rahmatzadeh, Setareh</creator><creator>Sardarian, Ali Reza</creator><creator>Rafipour, Danial</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/0009-0006-7905-9081</orcidid><orcidid>https://orcid.org/0000-0003-4407-2527</orcidid><orcidid>https://orcid.org/0009-0009-0887-4806</orcidid></search><sort><creationdate>202409</creationdate><title>Modified nanomagnetite silica core shell with new Cu (II) N,N‐ chelating complex as an efficient and reusable catalyst in the C‐N bond formation</title><author>Rahmatzadeh, Setareh ; 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The crystallographic structure data for the ligand has been deposited at the Cambridge Crystallographic Data Centre (CCDC No. 2282732). Then, using of this novel multidentate ligand, a novel and stable copper (II) nanocatalyst complex was synthesized by anchoring copper (II) acetate onto the core‐shell surface (Fe3O4@SiO2) via the novel multidentate ligand TCTCl (DiPrAEA)2. The successful synthesis of the Fe3O4@SiO2‐NH‐TCT (DiPrAEA)2‐Cu (II) nanocatalyst was confirmed by employing physicochemical techniques such as FT‐IR, X‐ray diffraction, ultraviolet‐visible, thermogravimetric analysis, X‐ray photoelectron spectroscopy, Brunauer–Emmett–Teller, energy‐dispersive X‐ray, dynamic light scattering, inductively coupled plasma, transmission electron microscopy, field emission scanning electron microscopy, and vibrating sample magnetometer. Subsequently, this novel copper (II) nanomagnetic complex was evaluated as an efficient, reusable, and novel catalyst for the formation of C‐N bonds via the Ullmann coupling reaction of aryl halides and nitrogen‐containing compounds. The influence of this novel TCTCl (DiPrAEA)2 ligand on the reactivity and stability of the nanomagnetic copper complex was visible in the Ullmann reaction, which resulted in rapid reaction times and excellent yields, and seven times reusability. Modified magnetite silica core shell with new Cu(II) N,N‐ chelating complex as a novel, efficient, reusable nanomagnetic catalyst in the C‐N bond formation.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.7630</doi><tpages>16</tpages><orcidid>https://orcid.org/0009-0006-7905-9081</orcidid><orcidid>https://orcid.org/0000-0003-4407-2527</orcidid><orcidid>https://orcid.org/0009-0009-0887-4806</orcidid></addata></record>
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subjects 2,4,6‐trichloro‐1,3,5‐triazine
2‐(disopropylamino)ethylamine
Catalysts
Chelation
Chemical analysis
Chemical bonds
Chemical reactions
Chemical synthesis
Copper
Copper compounds
Crystal structure
Crystallography
C‐N bond formation
Data analysis
Electron microscopy
Fe3O4‐based Cu (II) catalyst
Field emission microscopy
Fourier transforms
Halides
Inductively coupled plasma
Infrared analysis
Iron oxides
Ligands
Magnetic nanocatalyst
Microscopy
Nitrogen
Photoelectrons
Photon correlation spectroscopy
Silicon dioxide
Spectroscopic analysis
Spectrum analysis
Thermogravimetric analysis
Ullmann reaction
title Modified nanomagnetite silica core shell with new Cu (II) N,N‐ chelating complex as an efficient and reusable catalyst in the C‐N bond formation
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