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Highly selective cyclohexane oxidation catalyzed by ferrocene in ionic liquid medium

2017Journal article Restricted access
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dc.contributor.authorMartins, Luisa
dc.contributor.authorDa Costa Ribeiro, Ana Paula
dc.contributor.authorPombeiro, Armando
dc.date.accessioned2017-10-02T11:06:35Z
dc.date.available2017-10-02T11:06:35Z
dc.date.issued2017
dc.description.abstractBackground: Although economically very important in view of the significance of the oxidized products for the manufacture of adipic acid and caprolactam (precursors to polyamides widely used in several industries), the current cyclohexane oxidation industrial process leads to very low conversions (ca. 4%) to assure a reasonable selectivity (ca. 85%). Therefore, there is an urgent need to develop sustainable selective cyclohexane oxidation chemistry, which is the main objective of this work. Methods: The partial oxidation of cyclohexane by aqueous tert-butyl hydroperoxide (TBHP, 70% aq. sol.) in phosphonium ionic liquid medium [P6.6.6.14][DCA] and in the presence of catalytic amounts of ferrocene was investigated. The reaction proceeded during 2 h at room temperature. Results: It was found that TBHP, under the above conditions, oxidizeD cyclohexane with high selectivity (> 98%), yielding mainly cyclohexanone (up to 16%, based on the substrate) with total TOFs up to 1 x 104 h-1. Conclusion: The combination of a commercial iron-complex catalyst (ferrocene) and well-adjusted unconventional reaction conditions led to a highly selective, fast and reusable catalytic system for the mild oxidation of cyclohexane. Moreover, the found [Fe(C5H5)2]/[P6.6.6.14][DCA] catalytic system can be of significance to produce polyamide 6.pt_PT
dc.description.sponsorshipUID/QUI/00100/2013
dc.description.sponsorshipPTDC/QEQ-ERQ/1648/2014
dc.description.sponsorshipPTDC/QEQ-QIN/3967/2014
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationMARTINS, Luísa M. D. R. S.; RIBEIRO, Ana Paula C.; POMBEIRO, Armando J.L. - Highly selective cyclohexane oxidation catalyzed by ferrocene in ionic liquid medium. Letters in Organic Chemistry. ISSN 1570-1786. Vol. 14, N.º 8 (2017), pp. 571-574pt_PT
dc.identifier.doi10.2174/1570178614666170420182508pt_PT
dc.identifier.issn1570-1786
dc.identifier.issn1875-6255
dc.identifier.urihttp://hdl.handle.net/10400.21/7407
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherBentham Science Publisherspt_PT
dc.subjectAlkane functionalizationpt_PT
dc.subjectFerrocenept_PT
dc.subjectIonic liquidpt_PT
dc.subjectCatalysispt_PT
dc.subjectCyclohexane oxidationpt_PT
dc.subjectWaterpt_PT
dc.subjectKA oilpt_PT
dc.titleHighly selective cyclohexane oxidation catalyzed by ferrocene in ionic liquid mediumpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage574pt_PT
oaire.citation.issue8pt_PT
oaire.citation.startPage571pt_PT
oaire.citation.titleLetters in Organic Chemistrypt_PT
oaire.citation.volume14pt_PT
person.familyNameMartins
person.familyNameda Costa Ribeiro
person.familyNamePombeiro
person.givenNameLuisa
person.givenNameAna Paula
person.givenNameArmando
person.identifier637885
person.identifier1336277
person.identifier.ciencia-idE218-E297-A4EA
person.identifier.ciencia-idE115-5C31-30F4
person.identifier.ciencia-id8311-38FA-CEFB
person.identifier.orcid0000-0002-5403-9352
person.identifier.orcid0000-0003-4323-4328
person.identifier.orcid0000-0001-8323-888X
person.identifier.ridG-6210-2011
person.identifier.ridF-8341-2014
person.identifier.ridI-5945-2012
person.identifier.scopus-author-id8650947800
person.identifier.scopus-author-id22235818800
person.identifier.scopus-author-id7006067269
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication8ed70b09-b4d3-4a5d-9f75-12b13a332204
relation.isAuthorOfPublicationebe0b25e-d8b0-4c6a-ab27-91f199d36347
relation.isAuthorOfPublication6d18ff2e-5c33-4010-b1e7-964c72349813
relation.isAuthorOfPublication.latestForDiscoveryebe0b25e-d8b0-4c6a-ab27-91f199d36347

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