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C-scorpionate Au(III) complexes as pre-catalysts for industrially significant toluene oxidation and benzaldehyde esterification reactions

2020-11-01Journal article Restricted access
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dc.contributor.authorLapa, Hugo
dc.contributor.authorGuedes Da Silva, M. Fátima C.
dc.contributor.authorPombeiro, Armando
dc.contributor.authorAlegria, Elisabete
dc.contributor.authorMartins, Luisa
dc.date.accessioned2020-10-06T16:51:00Z
dc.date.available2020-10-06T16:51:00Z
dc.date.issued2020-11-01
dc.description.abstractThe new Au(III) complex [AuCl2(Tpms)] (1) and the previously reported [AuCl2(Tpm)]Cl (2), bearing the potentially tridentate ligands tris(1-pyrazolyl)methanesulfonate (SO3C(C3H3N2)(3)(-), Tpms) or hydrotris(1-pyrazolyl) methane (HC(C3H3N2)(3), Tpm), respectively, were synthesized in water at room temperature and characterized using NMR and IR spectroscopy. The molecular structure of 1 was authenticated by single crystal X-ray diffraction analysis. The catalytic performance of the Au(III) complexes was tested, for the first time, in toluene and benzyl alcohol oxidation reactions. The oxidative esterification of benzaldehyde, by-product of toluene oxidation, was further explored. In order to optimize the catalytic systems, the influence of parameters such as temperature, reaction time, amount of pre-catalyst and the presence of additives was evaluated. In the peroxidative (by H2O2 or t-BuOOH) oxidation reactions, a maximum total yield (benzylic alcohol and benzaldehyde) of 8% for toluene oxidation with pre-catalyst 1 (6 h, 80 degrees C, H2O2 30% aq. sol.) and a maximum total yield (benzaldehyde and benzoic acid) of 43% for benzyl alcohol oxidation with pre-catalyst 2 (24 h, 80 degrees C, t-BuOOH 70% aq. sol.) with a selectivity of 72% for benzaldehyde, were obtained. The esterification of benzaldehyde yielded, in the presence of 1, a maximum of 27% and 48% of methyl benzoate, at room temperature and 80 degrees C, respectively, and with a selectivity of 78% for methyl benzoate.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationLAPA, Hugo M.; [et al] – C-scorpionate Au(III) complexes as pre-catalysts for industrially significant toluene oxidation and benzaldehyde esterification reactions. Inorganica Chimica Acta. ISSN 0020-1693. Vol. 512 (2020), pp. 1-11pt_PT
dc.identifier.doi10.1016/j.ica.2020.119881pt_PT
dc.identifier.issn0020-1693
dc.identifier.issn1873-3255
dc.identifier.urihttp://hdl.handle.net/10400.21/12275
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationUIDB/00100/2020 - FCT of Centro de Química Estruturalpt_PT
dc.relationIPL/2019/TEC-TIMBER_ISEL - Instituto Politécnico de Lisboapt_PT
dc.relationA13/16-DAAD/CRUP - Instituto Politécnico de Lisboa Projectpt_PT
dc.relationUID/NAN/50024/2019 - Instituto Politécnico de Lisboa Projectpt_PT
dc.relationPTDC/QUI-QIN/29778/2017 - Instituto Politécnico de Lisboa Projectpt_PT
dc.relationUID/MULTI/04046/2019 - Instituto Politécnico de Lisboa Projectpt_PT
dc.relation.publisherversionhttps://reader.elsevier.com/reader/sd/pii/S002016932031080X?token=AB799EFB3A031FE58D674E51103F0CD4FDA3F6D39F2DFAC5B2A734F6DE2392B23BBA40B7F8D17CC2821E36993AE6F8F1pt_PT
dc.subjectGold(III) complexpt_PT
dc.subjectC-scorpionatept_PT
dc.subjectToluene oxidationpt_PT
dc.subjectOxidative esterificationpt_PT
dc.subjectValue-added productpt_PT
dc.titleC-scorpionate Au(III) complexes as pre-catalysts for industrially significant toluene oxidation and benzaldehyde esterification reactionspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage11pt_PT
oaire.citation.startPage1pt_PT
oaire.citation.titleInorganica Chimica Actapt_PT
oaire.citation.volume512pt_PT
person.familyNamedos Anjos Carvalho Lapa
person.familyNameGuedes da Silva
person.familyNamePombeiro
person.familyNameAlegria
person.familyNameMartins
person.givenNameHugo Miguel
person.givenNameM. Fátima C.
person.givenNameArmando
person.givenNameElisabete
person.givenNameLuisa
person.identifier789079
person.identifier863202
person.identifier637885
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person.identifier.ciencia-id7619-8E8E-979A
person.identifier.ciencia-id8311-38FA-CEFB
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person.identifier.ciencia-idE218-E297-A4EA
person.identifier.orcid0000-0003-1872-9193
person.identifier.orcid0000-0003-4836-2409
person.identifier.orcid0000-0001-8323-888X
person.identifier.orcid0000-0003-4060-1057
person.identifier.orcid0000-0002-5403-9352
person.identifier.ridH-8274-2012
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person.identifier.scopus-author-id6701761571
person.identifier.scopus-author-id7006067269
person.identifier.scopus-author-id8315848300
person.identifier.scopus-author-id8650947800
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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