Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation

Detalhes bibliográficos
Autor(a) principal: Sutradhar, Manas
Data de Publicação: 2016
Outros Autores: Alegria, Elisabete, Guedes Da Silva, M. Fátima C., Martins, Luisa, Pombeiro, Armando
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/6277
Resumo: The reaction of the Schiff base (3,5-di-tert-butyl-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) with a copper(II) salt of a base of a strong acid, i.e., nitrate, chloride or sulphate, yielded the mononuclear complexes [Cu(H2L)(NO3)(H2O)] (1), [Cu(H2L)Cl]center dot 2MeOH (2) and the binuclear complex [{Cu(H2L)}(2)(mu-SO4)]center dot 2MeOH (3), respectively, with H2L- in the keto form. Compounds 1-3 were characterized by elemental analysis, Infrared (IR) spectroscopy, Electrospray Ionisation-Mass Spectrometry (ESI-MS) and single crystal X-ray crystallography. All compounds act as efficient catalysts towards the peroxidative oxidation of cyclohexane to cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone, under mild conditions. In the presence of an acid promoter, overall yields (based on the alkane) up to 25% and a turnover number (TON) of 250 (TOF of 42 h(-1)) after 6 h, were achieved.
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spelling Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidationO,N,O ligandsCu(II) complexX-ray structurecyclohexane oxidationThe reaction of the Schiff base (3,5-di-tert-butyl-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) with a copper(II) salt of a base of a strong acid, i.e., nitrate, chloride or sulphate, yielded the mononuclear complexes [Cu(H2L)(NO3)(H2O)] (1), [Cu(H2L)Cl]center dot 2MeOH (2) and the binuclear complex [{Cu(H2L)}(2)(mu-SO4)]center dot 2MeOH (3), respectively, with H2L- in the keto form. Compounds 1-3 were characterized by elemental analysis, Infrared (IR) spectroscopy, Electrospray Ionisation-Mass Spectrometry (ESI-MS) and single crystal X-ray crystallography. All compounds act as efficient catalysts towards the peroxidative oxidation of cyclohexane to cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone, under mild conditions. In the presence of an acid promoter, overall yields (based on the alkane) up to 25% and a turnover number (TON) of 250 (TOF of 42 h(-1)) after 6 h, were achieved.MDPI AGRCIPLSutradhar, ManasAlegria, ElisabeteGuedes Da Silva, M. Fátima C.Martins, LuisaPombeiro, Armando2016-06-30T15:36:22Z2016-042016-04-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/6277engSutradhar, Manas; [et al.] - Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic cctivity towards cyclohexane oxidation. Molecules. ISSN 1420-3049. Vol. 21, N.º 4 (2016), pp. 1-131420-304910.3390/molecules21040425metadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T09:50:53Zoai:repositorio.ipl.pt:10400.21/6277Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:15:26.334907Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
title Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
spellingShingle Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
Sutradhar, Manas
O,N,O ligands
Cu(II) complex
X-ray structure
cyclohexane oxidation
title_short Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
title_full Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
title_fullStr Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
title_full_unstemmed Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
title_sort Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic activity towards cyclohexane oxidation
author Sutradhar, Manas
author_facet Sutradhar, Manas
Alegria, Elisabete
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Pombeiro, Armando
author_role author
author2 Alegria, Elisabete
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Pombeiro, Armando
author2_role author
author
author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv Sutradhar, Manas
Alegria, Elisabete
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Pombeiro, Armando
dc.subject.por.fl_str_mv O,N,O ligands
Cu(II) complex
X-ray structure
cyclohexane oxidation
topic O,N,O ligands
Cu(II) complex
X-ray structure
cyclohexane oxidation
description The reaction of the Schiff base (3,5-di-tert-butyl-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) with a copper(II) salt of a base of a strong acid, i.e., nitrate, chloride or sulphate, yielded the mononuclear complexes [Cu(H2L)(NO3)(H2O)] (1), [Cu(H2L)Cl]center dot 2MeOH (2) and the binuclear complex [{Cu(H2L)}(2)(mu-SO4)]center dot 2MeOH (3), respectively, with H2L- in the keto form. Compounds 1-3 were characterized by elemental analysis, Infrared (IR) spectroscopy, Electrospray Ionisation-Mass Spectrometry (ESI-MS) and single crystal X-ray crystallography. All compounds act as efficient catalysts towards the peroxidative oxidation of cyclohexane to cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone, under mild conditions. In the presence of an acid promoter, overall yields (based on the alkane) up to 25% and a turnover number (TON) of 250 (TOF of 42 h(-1)) after 6 h, were achieved.
publishDate 2016
dc.date.none.fl_str_mv 2016-06-30T15:36:22Z
2016-04
2016-04-01T00:00:00Z
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://hdl.handle.net/10400.21/6277
url http://hdl.handle.net/10400.21/6277
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Sutradhar, Manas; [et al.] - Aroylhydrazone Cu(II) complexes in keto form: structural characterization and catalytic cctivity towards cyclohexane oxidation. Molecules. ISSN 1420-3049. Vol. 21, N.º 4 (2016), pp. 1-13
1420-3049
10.3390/molecules21040425
dc.rights.driver.fl_str_mv metadata only access
info:eu-repo/semantics/openAccess
rights_invalid_str_mv metadata only access
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI AG
publisher.none.fl_str_mv MDPI AG
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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