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dc.contributor.authorLahive, Ciaran
dc.contributor.authorDeuss, Peter J.
dc.contributor.authorLancefield, Christopher Stuart
dc.contributor.authorSun, Zhuohua
dc.contributor.authorCordes, David B.
dc.contributor.authorYoung, Claire M.
dc.contributor.authorTran, Fanny
dc.contributor.authorSlawin, Alexandra M. Z.
dc.contributor.authorde Vries, Johannes G.
dc.contributor.authorKamer, Paul C. J.
dc.contributor.authorWestwood, Nicholas J.
dc.contributor.authorBarta, Katalin
dc.identifier.citationLahive , C , Deuss , P J , Lancefield , C S , Sun , Z , Cordes , D B , Young , C M , Tran , F , Slawin , A M Z , de Vries , J G , Kamer , P C J , Westwood , N J & Barta , K 2016 , ' Advanced model compounds for understanding acid-catalyzed lignin depolymerization : identification of renewable aromatics and a lignin-derived solvent ' , Journal of the American Chemical Society , vol. 138 , no. 28 , pp. 8900-8911 .
dc.identifier.otherPURE: 243473248
dc.identifier.otherPURE UUID: 0606af3b-9f6b-481c-9139-dbce8d573de3
dc.identifier.otherScopus: 84979204228
dc.identifier.otherORCID: /0000-0002-5366-9168/work/28023975
dc.identifier.otherORCID: /0000-0003-0630-0138/work/56424173
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56861735
dc.identifier.otherWOS: 000380295600038
dc.descriptionThis work was funded by the EP/J018139/1, EP/K00445X/1 grants (NJW and PCJK), an EPSRC Doctoral Prize Fellowship (CSL), and the European Union (Marie Curie ITN ‘SuBiCat’ PITN-GA-2013-607044, CWL, NJW, PCJK, PJD, KB, JdeV).en
dc.description.abstractThe development of fundamentally new approaches for lignin depolymerization is challenged by the complexity of this aromatic biopolymer. While overly simplified model compounds often lack relevance to the chemistry of lignin, the direct use of lignin streams poses significant analytical challenges to methodology development. Ideally, new methods should be tested on model compounds that are complex enough to mirror the structural diversity in lignin but still of sufficiently low molecular weight to enable facile analysis. In this contribution, we present a new class of advanced (β-O-4)-(β-5) dilinkage models that are highly realistic representations of a lignin fragment. Together with selected β-O-4, β-5, and β–β structures, these compounds provide a detailed understanding of the reactivity of various types of lignin linkages in acid catalysis in conjunction with stabilization of reactive intermediates using ethylene glycol. The use of these new models has allowed for identification of novel reaction pathways and intermediates and led to the characterization of new dimeric products in subsequent lignin depolymerization studies. The excellent correlation between model and lignin experiments highlights the relevance of this new class of model compounds for broader use in catalysis studies. Only by understanding the reactivity of the linkages in lignin at this level of detail can fully optimized lignin depolymerization strategies be developed.
dc.relation.ispartofJournal of the American Chemical Societyen
dc.rightsCopyright © 2016 American Chemical Society. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at
dc.subjectQD Chemistryen
dc.titleAdvanced model compounds for understanding acid-catalyzed lignin depolymerization : identification of renewable aromatics and a lignin-derived solventen
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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