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Organocatalytic chemoselective primary alcohol oxidation and subsequent cleavage of lignin model compounds and lignin

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dc.contributor.authorDabral, Saumya
dc.contributor.authorHernández, José G.
dc.contributor.authorKamer, Paul C. J.
dc.contributor.authorBolm, Carsten
dc.date.accessioned2018-06-14T23:32:10Z
dc.date.available2018-06-14T23:32:10Z
dc.date.issued2017-07-10
dc.identifier.citationDabral , S , Hernández , J G , Kamer , P C J & Bolm , C 2017 , ' Organocatalytic chemoselective primary alcohol oxidation and subsequent cleavage of lignin model compounds and lignin ' , CHEMSUSCHEM , vol. 10 , no. 13 , pp. 2707–2713 . https://doi.org/10.1002/cssc.201700703en
dc.identifier.issn1864-564X
dc.identifier.otherPURE: 250288835
dc.identifier.otherPURE UUID: 4e785716-1117-4f22-af3f-fc5b2ef28735
dc.identifier.otherBibtex: urn:7afee53958adc832ad445d88b165bbd9
dc.identifier.otherScopus: 85020703070
dc.identifier.otherWOS: 000405080200002
dc.identifier.urihttps://hdl.handle.net/10023/14093
dc.descriptionThis research was supported by the European Union (Marie Curie ITN “SuBiCat” PITN-GA-2013-607044, S.D.) and by the Distinguished Professorship Program at RWTH Aachen University funded by the Excellence Initiative of the German federal and state governments.en
dc.description.abstractA one-pot two-step degradation of lignin β-O-4 model compounds initiated by preferred oxidation of the primary over the secondary hydroxyl groups with a TEMPO/DAIB system has been developed [TEMPO=2,2,6,6-tetramethylpiperidine-N-oxyl, DAIB=(diacetoxy)iodobenzene]. The oxidised products are then cleaved by proline-catalysed retro-aldol reactions. This degradation methodology produces simple aromatics in good yields from lignin model compounds at room temperature with an extension to organosolv beech-wood lignin ( L1 ) resulting in known cleavage products.
dc.language.isoeng
dc.relation.ispartofCHEMSUSCHEMen
dc.rights© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/10.1002/cssc.201700703en
dc.subjectAlcohol oxidationen
dc.subjectBond cleavageen
dc.subjectLigninen
dc.subjectOne-poten
dc.subjectOrganocatalysisen
dc.subjectRetro-aldolen
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleOrganocatalytic chemoselective primary alcohol oxidation and subsequent cleavage of lignin model compounds and ligninen
dc.typeJournal articleen
dc.contributor.sponsorMarie Curie Fellowshipsen
dc.description.versionPostprinten
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1002/cssc.201700703
dc.description.statusPeer revieweden
dc.date.embargoedUntil2018-06-14
dc.identifier.urlhttp://onlinelibrary.wiley.com/doi/10.1002/cssc.201700703/full#footer-support-infoen
dc.identifier.grantnumberSUBICATen


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