Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols

Detalhes bibliográficos
Autor(a) principal: Sutradhar, Manas
Data de Publicação: 2016
Outros Autores: Alegria, Elisabete, Mahmudov, Kamran, Guedes Da Silva, M. Fátima C., 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/10400.21/9718
Resumo: Two Schiff bases derived from the condensation of 2-hydroxybenzohydrazide with 3,5-di-tert-butyl-2-hydroxybenzaldehyde (H2L1) or with 2,3-dihydroxy benzaldehyde (H2L2) were used to synthesize the Fe(III) and Co(III) complexes [Fe(L-1)(HL1)] (1) and [Co(L-2)(HL2)] (2), respectively. The compounds were characterized by elemental analysis, IR, ESI-MS and single crystal X-ray analysis. Structural studies indicated the presence of both keto and enol tautomeric forms of the ligand in 1 and 2. The complexes (mainly 1) act as catalysts in the microwave-assisted solvent-free peroxidative oxidation (by tert-butylhydroperoxide, TBHP) of primary and secondary alcohols. A facile, efficient and selective synthesis of ketones was achieved with a yield up to 96% and a TON up to 500, after 30 min under low power (15 W) microwave irradiation (complex 1 as catalyst). 2-Pyrazinecarboxylic acid (Hpca) shows a promoting effect.
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spelling Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcoholsTautomeric formsMicrowaveOxidationAlcoholsTwo Schiff bases derived from the condensation of 2-hydroxybenzohydrazide with 3,5-di-tert-butyl-2-hydroxybenzaldehyde (H2L1) or with 2,3-dihydroxy benzaldehyde (H2L2) were used to synthesize the Fe(III) and Co(III) complexes [Fe(L-1)(HL1)] (1) and [Co(L-2)(HL2)] (2), respectively. The compounds were characterized by elemental analysis, IR, ESI-MS and single crystal X-ray analysis. Structural studies indicated the presence of both keto and enol tautomeric forms of the ligand in 1 and 2. The complexes (mainly 1) act as catalysts in the microwave-assisted solvent-free peroxidative oxidation (by tert-butylhydroperoxide, TBHP) of primary and secondary alcohols. A facile, efficient and selective synthesis of ketones was achieved with a yield up to 96% and a TON up to 500, after 30 min under low power (15 W) microwave irradiation (complex 1 as catalyst). 2-Pyrazinecarboxylic acid (Hpca) shows a promoting effect.Royal Society of ChemistryRCIPLSutradhar, ManasAlegria, ElisabeteMahmudov, KamranGuedes Da Silva, M. Fátima C.Pombeiro, Armando2019-03-14T10:41:13Z20162016-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/9718engSUTRADHAR, Manas; [et al] – Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols. RSC Advances. ISSN 2046-2069. Vol. 6, N.º 10 (2016), pp. 8079-80882046-206910.1039/c5ra25774cmetadata 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:RCAAP2023-08-03T09:58:44Zoai:repositorio.ipl.pt:10400.21/9718Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:18:14.399894Repositório 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 Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
title Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
spellingShingle Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
Sutradhar, Manas
Tautomeric forms
Microwave
Oxidation
Alcohols
title_short Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
title_full Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
title_fullStr Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
title_full_unstemmed Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
title_sort Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols
author Sutradhar, Manas
author_facet Sutradhar, Manas
Alegria, Elisabete
Mahmudov, Kamran
Guedes Da Silva, M. Fátima C.
Pombeiro, Armando
author_role author
author2 Alegria, Elisabete
Mahmudov, Kamran
Guedes Da Silva, M. Fátima C.
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
Mahmudov, Kamran
Guedes Da Silva, M. Fátima C.
Pombeiro, Armando
dc.subject.por.fl_str_mv Tautomeric forms
Microwave
Oxidation
Alcohols
topic Tautomeric forms
Microwave
Oxidation
Alcohols
description Two Schiff bases derived from the condensation of 2-hydroxybenzohydrazide with 3,5-di-tert-butyl-2-hydroxybenzaldehyde (H2L1) or with 2,3-dihydroxy benzaldehyde (H2L2) were used to synthesize the Fe(III) and Co(III) complexes [Fe(L-1)(HL1)] (1) and [Co(L-2)(HL2)] (2), respectively. The compounds were characterized by elemental analysis, IR, ESI-MS and single crystal X-ray analysis. Structural studies indicated the presence of both keto and enol tautomeric forms of the ligand in 1 and 2. The complexes (mainly 1) act as catalysts in the microwave-assisted solvent-free peroxidative oxidation (by tert-butylhydroperoxide, TBHP) of primary and secondary alcohols. A facile, efficient and selective synthesis of ketones was achieved with a yield up to 96% and a TON up to 500, after 30 min under low power (15 W) microwave irradiation (complex 1 as catalyst). 2-Pyrazinecarboxylic acid (Hpca) shows a promoting effect.
publishDate 2016
dc.date.none.fl_str_mv 2016
2016-01-01T00:00:00Z
2019-03-14T10:41:13Z
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/10400.21/9718
url http://hdl.handle.net/10400.21/9718
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv SUTRADHAR, Manas; [et al] – Iron(III) and cobalt(III) complexes with both tautomeric (keto and enol) forms of aroylhydrazone ligands: catalysts for the microwave assisted oxidation of alcohols. RSC Advances. ISSN 2046-2069. Vol. 6, N.º 10 (2016), pp. 8079-8088
2046-2069
10.1039/c5ra25774c
dc.rights.driver.fl_str_mv metadata only access
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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 Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
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
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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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