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Hydrogenations without hydrogen : titania photocatalyzed reductions of maleimides and aldehydes

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dc.contributor.authorManley, David W.
dc.contributor.authorBuzzetti, Luca
dc.contributor.authorMacKessack-Leitch, Andrew
dc.contributor.authorWalton, John C.
dc.date.accessioned2014-11-19T10:31:08Z
dc.date.available2014-11-19T10:31:08Z
dc.date.issued2014-09-24
dc.identifier157829809
dc.identifier54bc4770-8c23-4ef3-abb3-9182a754e2ee
dc.identifier000343093100144
dc.identifier84907916724
dc.identifier000343093100144
dc.identifier.citationManley , D W , Buzzetti , L , MacKessack-Leitch , A & Walton , J C 2014 , ' Hydrogenations without hydrogen : titania photocatalyzed reductions of maleimides and aldehydes ' , Molecules , vol. 19 , no. 9 , pp. 15324-15338 . https://doi.org/10.3390/molecules190915324en
dc.identifier.issn1420-3049
dc.identifier.otherORCID: /0000-0003-2746-6276/work/56638791
dc.identifier.urihttps://hdl.handle.net/10023/5796
dc.descriptionThe authors thank the EPSRC for funding (Grant EP/I003479/1) and the EPSRC National Mass Spectrometry Service, Swansea.en
dc.description.abstractA mild procedure for the reduction of electron-deficient alkenes and carbonyl compounds is described. UVA irradiations of substituted maleimides with dispersions of titania (Aeroxide P25) in methanol/acetonitrile (1:9) solvent under dry anoxic conditions led to hydrogenation and production of the corresponding succinimides. Aromatic and heteroaromatic aldehydes were reduced to primary alcohols in similar titania photocatalyzed reactions. A mechanism is proposed which involves two proton-coupled electron transfers to the substrates at the titania surface.
dc.format.extent15
dc.format.extent839843
dc.language.isoeng
dc.relation.ispartofMoleculesen
dc.subjectPhotocatalysisen
dc.subjectReductionen
dc.subjectTitaniaen
dc.subjectMaleimidesen
dc.subjectAldehydesen
dc.subjectElectron-deficient alkenesen
dc.subjectTertiary-aminesen
dc.subjectRadical-additionen
dc.subjectSemiconductorsen
dc.subjectPhotoadditionen
dc.subjectNanoparticlesen
dc.subjectSensitizersen
dc.subjectAlkylationsen
dc.subjectComplexesen
dc.subjectOlefinsen
dc.subjectQD Chemistryen
dc.subject.lccQDen
dc.titleHydrogenations without hydrogen : titania photocatalyzed reductions of maleimides and aldehydesen
dc.typeJournal articleen
dc.contributor.sponsorEPSRCen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doi10.3390/molecules190915324
dc.description.statusPeer revieweden
dc.identifier.grantnumberEP/I003479/1en


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