Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.inoche.2023.110653 http://hdl.handle.net/11449/247305 |
Resumo: | In this study, a new approach has been developed for the synthesis of a novel catalyst based on Cu(II)-5-amino-1H-tetrazole complex immobilized on the surface of graphene oxide-modified magnetic nanoparticles (GO/Fe3O4@Tet-Cu(II)) by 3-chloropropyltrimethoxysilane ((MeO)3Si-PrCl) as a linker. The synthesis of GO/Fe3O4@Tet-Cu(II) was confirmed by FT-IR (Fourier transform-infrared spectroscopy), XRD (X-ray diffraction), VSM (Vibrating sample magnetometer), TG-DTG (Thermogravimetry and differential thermogravimetry), EDS (energy dispersive X-ray spectroscopy), elemental mapping, and TEM (transmission electron microscopy). GO/Fe3O4@Tet-Cu(II) showed high catalytic activity in the synthesis of N-benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles via the reaction of N-benzyl-N-arylcyanamides and NaN3 in DMF solvent at 120 °C in a short reaction time with good yields. The catalyst can be recycled for five runs without losing its efficiency and demonstrates excellent chemical stability and high potential for practical synthetic applications. N-Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles were characterized using FT-IR and NMR analyses. The present strategy could help design and synthesize future catalysts for organic synthesis. |
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Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazolesCu(II) complexGraphene oxideHeterogeneous catalystMagnetic catalystN‐Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazolesIn this study, a new approach has been developed for the synthesis of a novel catalyst based on Cu(II)-5-amino-1H-tetrazole complex immobilized on the surface of graphene oxide-modified magnetic nanoparticles (GO/Fe3O4@Tet-Cu(II)) by 3-chloropropyltrimethoxysilane ((MeO)3Si-PrCl) as a linker. The synthesis of GO/Fe3O4@Tet-Cu(II) was confirmed by FT-IR (Fourier transform-infrared spectroscopy), XRD (X-ray diffraction), VSM (Vibrating sample magnetometer), TG-DTG (Thermogravimetry and differential thermogravimetry), EDS (energy dispersive X-ray spectroscopy), elemental mapping, and TEM (transmission electron microscopy). GO/Fe3O4@Tet-Cu(II) showed high catalytic activity in the synthesis of N-benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles via the reaction of N-benzyl-N-arylcyanamides and NaN3 in DMF solvent at 120 °C in a short reaction time with good yields. The catalyst can be recycled for five runs without losing its efficiency and demonstrates excellent chemical stability and high potential for practical synthetic applications. N-Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles were characterized using FT-IR and NMR analyses. The present strategy could help design and synthesize future catalysts for organic synthesis.Department of Chemistry Faculty of Science University of QomSão Paulo State University (Unesp) School of Technology and Sciences, SPDepartment of Materials Science and Engineering Research Institute of Advanced Materials Seoul National UniversityMax Bergmann Center of Biomaterials Institute of Materials Science Technische Universität DresdenDepartment of Processing Iran Polymer and Petrochemical InstituteSão Paulo State University (Unesp) School of Technology and Sciences, SPUniversity of QomUniversidade Estadual Paulista (UNESP)Seoul National UniversityTechnische Universität DresdenIran Polymer and Petrochemical InstituteGharoubi, HaniehNasrollahzadeh, MahmoudKhorsandi, ZahraNobre, Marcos A.L. [UNESP]Choi, SungkyunKruppke, BenjaminAli Khonakdar, Hossein2023-07-29T13:12:29Z2023-07-29T13:12:29Z2023-07-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.inoche.2023.110653Inorganic Chemistry Communications, v. 153.1387-7003http://hdl.handle.net/11449/24730510.1016/j.inoche.2023.1106532-s2.0-85157987349Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganic Chemistry Communicationsinfo:eu-repo/semantics/openAccess2023-07-29T13:12:29Zoai:repositorio.unesp.br:11449/247305Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-07-29T13:12:29Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
title |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
spellingShingle |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles Gharoubi, Hanieh Cu(II) complex Graphene oxide Heterogeneous catalyst Magnetic catalyst N‐Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles |
title_short |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
title_full |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
title_fullStr |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
title_full_unstemmed |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
title_sort |
Grafting Cu(II)-5-amino-1H-tetrazole complex on magnetic graphene oxide as an efficient magnetically recoverable catalyst for the synthesis of N-benzyl-N-aryl-5-amino-1H-tetrazoles |
author |
Gharoubi, Hanieh |
author_facet |
Gharoubi, Hanieh Nasrollahzadeh, Mahmoud Khorsandi, Zahra Nobre, Marcos A.L. [UNESP] Choi, Sungkyun Kruppke, Benjamin Ali Khonakdar, Hossein |
author_role |
author |
author2 |
Nasrollahzadeh, Mahmoud Khorsandi, Zahra Nobre, Marcos A.L. [UNESP] Choi, Sungkyun Kruppke, Benjamin Ali Khonakdar, Hossein |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
University of Qom Universidade Estadual Paulista (UNESP) Seoul National University Technische Universität Dresden Iran Polymer and Petrochemical Institute |
dc.contributor.author.fl_str_mv |
Gharoubi, Hanieh Nasrollahzadeh, Mahmoud Khorsandi, Zahra Nobre, Marcos A.L. [UNESP] Choi, Sungkyun Kruppke, Benjamin Ali Khonakdar, Hossein |
dc.subject.por.fl_str_mv |
Cu(II) complex Graphene oxide Heterogeneous catalyst Magnetic catalyst N‐Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles |
topic |
Cu(II) complex Graphene oxide Heterogeneous catalyst Magnetic catalyst N‐Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles |
description |
In this study, a new approach has been developed for the synthesis of a novel catalyst based on Cu(II)-5-amino-1H-tetrazole complex immobilized on the surface of graphene oxide-modified magnetic nanoparticles (GO/Fe3O4@Tet-Cu(II)) by 3-chloropropyltrimethoxysilane ((MeO)3Si-PrCl) as a linker. The synthesis of GO/Fe3O4@Tet-Cu(II) was confirmed by FT-IR (Fourier transform-infrared spectroscopy), XRD (X-ray diffraction), VSM (Vibrating sample magnetometer), TG-DTG (Thermogravimetry and differential thermogravimetry), EDS (energy dispersive X-ray spectroscopy), elemental mapping, and TEM (transmission electron microscopy). GO/Fe3O4@Tet-Cu(II) showed high catalytic activity in the synthesis of N-benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles via the reaction of N-benzyl-N-arylcyanamides and NaN3 in DMF solvent at 120 °C in a short reaction time with good yields. The catalyst can be recycled for five runs without losing its efficiency and demonstrates excellent chemical stability and high potential for practical synthetic applications. N-Benzyl‐N‐aryl‐5‐amino‐1H‐tetrazoles were characterized using FT-IR and NMR analyses. The present strategy could help design and synthesize future catalysts for organic synthesis. |
publishDate |
2023 |
dc.date.none.fl_str_mv |
2023-07-29T13:12:29Z 2023-07-29T13:12:29Z 2023-07-01 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.inoche.2023.110653 Inorganic Chemistry Communications, v. 153. 1387-7003 http://hdl.handle.net/11449/247305 10.1016/j.inoche.2023.110653 2-s2.0-85157987349 |
url |
http://dx.doi.org/10.1016/j.inoche.2023.110653 http://hdl.handle.net/11449/247305 |
identifier_str_mv |
Inorganic Chemistry Communications, v. 153. 1387-7003 10.1016/j.inoche.2023.110653 2-s2.0-85157987349 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Inorganic Chemistry Communications |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
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1797789755179532288 |