Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles
An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The applica...
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description | An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT‐IR) spectroscopy, X‐ray diffraction (XRD), scanning electron microscopy (SEM), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP‐OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g−1, obtained from the ICP‐OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity.
In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. This catalyst is indicated good catalytic efficiency in the synthesis of 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles. |
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In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. This catalyst is indicated good catalytic efficiency in the synthesis of 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.5682</identifier><language>eng</language><publisher>Chichester: Wiley Subscription Services, Inc</publisher><subject>Aluminum ; Amines ; Catalysts ; Catalytic activity ; Chemical synthesis ; Chemistry ; Copper ; Fe3O4/HT‐NH2‐CuII nanoparticles ; Fourier transforms ; hydrotalcite ; Inductively coupled plasma ; Infrared spectroscopy ; Iron oxides ; Magnesium ; Magnetic measurement ; Nanoparticles ; one‐pot ; sodium azide ; Sodium azides ; Spectrum analysis ; Stability analysis ; Substitutes ; Substrates ; Tetrazole ; Tetrazoles ; Thermal stability ; Thermogravimetric analysis ; triethyl orthoformate ; Vibration analysis</subject><ispartof>Applied organometallic chemistry, 2020-08, Vol.34 (8), p.n/a</ispartof><rights>2020 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3302-a7d6b09c44f4cf03e6c3531513b01af3ce34346fa4655ba3d6ff7996f592783</citedby><cites>FETCH-LOGICAL-c3302-a7d6b09c44f4cf03e6c3531513b01af3ce34346fa4655ba3d6ff7996f592783</cites><orcidid>0000-0002-3956-3949</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.5682$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.5682$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids></links><search><creatorcontrib>Salimi, Mehri</creatorcontrib><creatorcontrib>Zamanpour, Azadeh</creatorcontrib><title>Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles</title><title>Applied organometallic chemistry</title><description>An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT‐IR) spectroscopy, X‐ray diffraction (XRD), scanning electron microscopy (SEM), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP‐OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g−1, obtained from the ICP‐OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity.
In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. This catalyst is indicated good catalytic efficiency in the synthesis of 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles.</description><subject>Aluminum</subject><subject>Amines</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Copper</subject><subject>Fe3O4/HT‐NH2‐CuII nanoparticles</subject><subject>Fourier transforms</subject><subject>hydrotalcite</subject><subject>Inductively coupled plasma</subject><subject>Infrared spectroscopy</subject><subject>Iron oxides</subject><subject>Magnesium</subject><subject>Magnetic measurement</subject><subject>Nanoparticles</subject><subject>one‐pot</subject><subject>sodium azide</subject><subject>Sodium azides</subject><subject>Spectrum analysis</subject><subject>Stability analysis</subject><subject>Substitutes</subject><subject>Substrates</subject><subject>Tetrazole</subject><subject>Tetrazoles</subject><subject>Thermal stability</subject><subject>Thermogravimetric analysis</subject><subject>triethyl orthoformate</subject><subject>Vibration analysis</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp1kUtOwzAQhi0EEuUhcQRLbFg04FfcZllVvCQQC9hHE8cGo9QOtgMKK47AYTgRJ8GlbFnNzK_vn9HoR-iIklNKCDsDr05LOWdbaEJJVRVkxqttNCFMzgsmSbmL9mJ8JoRUkooJ-roMWjscR5eedLQRe4Nzh-n3x2ccmphsGpJuMb3KAp1iNsV8ikUekk4B3n2ns-dVB9xYMziVrHfQYQUJujEm3EDMbu-w8n2fKeuSDgo6WC_Ng8e3j2eLDj-NbfDZo2zSeOVba2wGVvDodFpLDpzvISSr8sEDtGOgi_rwr-6j-4vzh-VVcXN3eb1c3BSKc8IKmLWyIZUSwghlCNdS8ZLTkvKGUDBcaS64kAaELMsGeCuNmVWVNGXFZnO-j443W_vgXwYdU_3sh5C_izUTjErGqJCZOtlQKvgYgzZ1H-wKwlhTUq8TqXMi9TqRjBYb9M12evyXqxd3y1_-B-90kaA</recordid><startdate>202008</startdate><enddate>202008</enddate><creator>Salimi, Mehri</creator><creator>Zamanpour, Azadeh</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/0000-0002-3956-3949</orcidid></search><sort><creationdate>202008</creationdate><title>Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles</title><author>Salimi, Mehri ; Zamanpour, Azadeh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3302-a7d6b09c44f4cf03e6c3531513b01af3ce34346fa4655ba3d6ff7996f592783</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aluminum</topic><topic>Amines</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Copper</topic><topic>Fe3O4/HT‐NH2‐CuII nanoparticles</topic><topic>Fourier transforms</topic><topic>hydrotalcite</topic><topic>Inductively coupled plasma</topic><topic>Infrared spectroscopy</topic><topic>Iron oxides</topic><topic>Magnesium</topic><topic>Magnetic measurement</topic><topic>Nanoparticles</topic><topic>one‐pot</topic><topic>sodium azide</topic><topic>Sodium azides</topic><topic>Spectrum analysis</topic><topic>Stability analysis</topic><topic>Substitutes</topic><topic>Substrates</topic><topic>Tetrazole</topic><topic>Tetrazoles</topic><topic>Thermal stability</topic><topic>Thermogravimetric analysis</topic><topic>triethyl orthoformate</topic><topic>Vibration analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Salimi, Mehri</creatorcontrib><creatorcontrib>Zamanpour, Azadeh</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>Salimi, Mehri</au><au>Zamanpour, Azadeh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2020-08</date><risdate>2020</risdate><volume>34</volume><issue>8</issue><epage>n/a</epage><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT‐IR) spectroscopy, X‐ray diffraction (XRD), scanning electron microscopy (SEM), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP‐OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g−1, obtained from the ICP‐OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity.
In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. This catalyst is indicated good catalytic efficiency in the synthesis of 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.5682</doi><tpages>14</tpages><orcidid>https://orcid.org/0000-0002-3956-3949</orcidid></addata></record> |
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subjects | Aluminum Amines Catalysts Catalytic activity Chemical synthesis Chemistry Copper Fe3O4/HT‐NH2‐CuII nanoparticles Fourier transforms hydrotalcite Inductively coupled plasma Infrared spectroscopy Iron oxides Magnesium Magnetic measurement Nanoparticles one‐pot sodium azide Sodium azides Spectrum analysis Stability analysis Substitutes Substrates Tetrazole Tetrazoles Thermal stability Thermogravimetric analysis triethyl orthoformate Vibration analysis |
title | Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles |
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