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dc.contributor.authorLahive , Ciaran W.
dc.contributor.authorLancefield, Christopher S.
dc.contributor.authorCodina, Anna
dc.contributor.authorKamer, Paul C J
dc.contributor.authorWestwood, Nicholas J.
dc.identifier.citationLahive , C W , Lancefield , C S , Codina , A , Kamer , P C J & Westwood , N J 2018 , ' Revealing the fate of the phenylcoumaran linkage during lignin oxidation reactions ' , Organic & Biomolecular Chemistry , vol. 16 , no. 11 , pp. 1976-1982 .
dc.identifier.otherPURE: 252365201
dc.identifier.otherPURE UUID: 59e49fd5-c907-49f4-962f-0f989e7595ec
dc.identifier.otherScopus: 85044030530
dc.identifier.otherORCID: /0000-0003-0630-0138/work/56424178
dc.identifier.otherWOS: 000428222500021
dc.descriptionThis work was funded by the EP/J018139/1, EP/K00445X/1 grants (N.J.W. and P.C.J.K.), an EPSRC Doctoral Prize Fellowship (C.S.L.), and the European Union (Marie Curie ITN “SuBiCat” PITN-GA-2013-607044, C.W.L., N.J.W., P.C.J.K.).en
dc.description.abstractThe fate of most lignin linkages, other than the β-O-4, under selective oxidation conditions is largely unknown. In this work we use advanced β-5 lignin model compounds to identify the fate of phenylcoumaran units in a softwood lignin during oxidation with DDQ. By using model compounds combined with detailed characterisation of the oxidised lignin polymer using HSQC and HMBC NMR we show that phenylcoumarones are a major product, and therefore constitute a novel non-native β-5 linkage in oxidised lignins. Additionally, the reactivity of these units in lignin led us to further investigate their connectivity in lignin, showing that they are found as both phenolic and etherified units. The findings and approach developed here will help improve the efficiency of selective oxidative lignin depolymerisation processes, particularly those aimed at the upgrading of softwood lignin in which phenylcoumarans are a major linkage.
dc.relation.ispartofOrganic & Biomolecular Chemistryen
dc.rights© 2018 the Authors. 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
dc.subjectQD Chemistryen
dc.titleRevealing the fate of the phenylcoumaran linkage during lignin oxidation reactionsen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.description.statusPeer revieweden

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