Oxidation of mono-phenols to para-benzoquinones: a comparative study
Autor(a) principal: | |
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Data de Publicação: | 2008 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000800007 |
Resumo: | The oxidation of mono-phenols to para-benzoquinones is of continuing interest due to the existence of numerous natural products containing this structural unit. The chemical reactivity of para-benzoquinones is also noteworthy, as oxidants and dienophiles in the Diels-Alder reaction. We have used for quite some time now, molecular oxygen and catalysis with [CoII(salen)] as the oxidation procedure, but felt the need for other oxidants and conditions to be of use with different phenol substrates. We now present our results on this important oxidation with a variety of oxidants, using eleven mono-phenols as substrates. The oxidants tested are cobalt, nickel, copper and vanadyl metals, with a selection of different salen type ligands. Completing this study we also investigated the use of hydrogen peroxide, OXONE®, dimethyl dioxirane and iodoxybenzoic acid. |
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Oxidation of mono-phenols to para-benzoquinones: a comparative studyoxidationalkyl-substituted phenolspara-benzoquinonesThe oxidation of mono-phenols to para-benzoquinones is of continuing interest due to the existence of numerous natural products containing this structural unit. The chemical reactivity of para-benzoquinones is also noteworthy, as oxidants and dienophiles in the Diels-Alder reaction. We have used for quite some time now, molecular oxygen and catalysis with [CoII(salen)] as the oxidation procedure, but felt the need for other oxidants and conditions to be of use with different phenol substrates. We now present our results on this important oxidation with a variety of oxidants, using eleven mono-phenols as substrates. The oxidants tested are cobalt, nickel, copper and vanadyl metals, with a selection of different salen type ligands. Completing this study we also investigated the use of hydrogen peroxide, OXONE®, dimethyl dioxirane and iodoxybenzoic acid.Sociedade Brasileira de Química2008-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000800007Journal of the Brazilian Chemical Society v.19 n.8 2008reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532008000800007info:eu-repo/semantics/openAccessUliana,Marciana P.Vieira,Ygor W.Donatoni,Maria CarolinaCorrêa,Arlene G.Brocksom,UrsulaBrocksom,Timothy J.eng2008-12-09T00:00:00Zoai:scielo:S0103-50532008000800007Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2008-12-09T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
title |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
spellingShingle |
Oxidation of mono-phenols to para-benzoquinones: a comparative study Uliana,Marciana P. oxidation alkyl-substituted phenols para-benzoquinones |
title_short |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
title_full |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
title_fullStr |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
title_full_unstemmed |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
title_sort |
Oxidation of mono-phenols to para-benzoquinones: a comparative study |
author |
Uliana,Marciana P. |
author_facet |
Uliana,Marciana P. Vieira,Ygor W. Donatoni,Maria Carolina Corrêa,Arlene G. Brocksom,Ursula Brocksom,Timothy J. |
author_role |
author |
author2 |
Vieira,Ygor W. Donatoni,Maria Carolina Corrêa,Arlene G. Brocksom,Ursula Brocksom,Timothy J. |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Uliana,Marciana P. Vieira,Ygor W. Donatoni,Maria Carolina Corrêa,Arlene G. Brocksom,Ursula Brocksom,Timothy J. |
dc.subject.por.fl_str_mv |
oxidation alkyl-substituted phenols para-benzoquinones |
topic |
oxidation alkyl-substituted phenols para-benzoquinones |
description |
The oxidation of mono-phenols to para-benzoquinones is of continuing interest due to the existence of numerous natural products containing this structural unit. The chemical reactivity of para-benzoquinones is also noteworthy, as oxidants and dienophiles in the Diels-Alder reaction. We have used for quite some time now, molecular oxygen and catalysis with [CoII(salen)] as the oxidation procedure, but felt the need for other oxidants and conditions to be of use with different phenol substrates. We now present our results on this important oxidation with a variety of oxidants, using eleven mono-phenols as substrates. The oxidants tested are cobalt, nickel, copper and vanadyl metals, with a selection of different salen type ligands. Completing this study we also investigated the use of hydrogen peroxide, OXONE®, dimethyl dioxirane and iodoxybenzoic acid. |
publishDate |
2008 |
dc.date.none.fl_str_mv |
2008-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000800007 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532008000800007 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532008000800007 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.19 n.8 2008 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318169385336832 |