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dc.contributor.authorJastrzebski, Robin
dc.contributor.authorConstant, Sandra E.
dc.contributor.authorLancefield, Christopher S.
dc.contributor.authorWestwood, Nicholas James
dc.contributor.authorWeckhuysen, Bert M.
dc.contributor.authorBruijnincx, Pieter C. A.
dc.date.accessioned2016-07-25T08:30:12Z
dc.date.available2016-07-25T08:30:12Z
dc.date.issued2016-08-23
dc.identifier.citationJastrzebski , R , Constant , S E , Lancefield , C S , Westwood , N J , Weckhuysen , B M & Bruijnincx , P C A 2016 , ' Tandem catalytic depolymerization of lignin by water-tolerant Lewis acids and rhodium complexes ' CHEMSUSCHEM , vol. 9 , no. 16 , pp. 2074–2079 . https://doi.org/10.1002/cssc.201600683en
dc.identifier.issn1864-564X
dc.identifier.otherPURE: 243157137
dc.identifier.otherPURE UUID: ba6d6451-cd56-4c4a-bac5-a6ddd3f6b70f
dc.identifier.otherScopus: 84979074258
dc.identifier.otherORCID: /0000-0003-0630-0138/work/56424172
dc.identifier.otherWOS: 000383267600009
dc.identifier.urihttp://hdl.handle.net/10023/9202
dc.descriptionP.C.A.B. thanks the Netherlands Organization for Scientific Research (NWO) for a Vernieuwingsimpuls Veni Grant. The CatchBio program is acknowledged for financial support. N.J.W. thanks EPSRC for funding by the EP/J018139/1, EP/K00445X/1 grants and an EPSRC Doctoral Prize Fellowship to C.S.L. Saumya Dabral and Prof. Carsten Bolm (RWTH Aachen) are gratefully acknowledged for providing an authentic sample of 5b. Dr. Wouter Huijgen (ECN) is acknowledged for Klason lignin determination. SuBiCat Initial Training Network, Call FP7-PEOPLE-2013-ITN, #607044) is gratefully acknowledged.en
dc.description.abstractLignin is an attractive renewable feedstock for aromatic bulk and fine chemicals production, provided that suitable depolymerization procedures are developed. Here, we describe a tandem catalysis strategy for ether linkage cleavage within lignin, involving ether hydrolysis by water-tolerant Lewis acids followed by aldehyde decarbonylation by a rhodium complex. In situ decarbonylation of the reactive aldehydes limits loss of monomers by recondensation, a major issue in acid-catalyzed lignin depolymerization. Rate of hydrolysis and decarbonylation were matched using lignin model compounds, allowing the method to be successfully applied to softwood, hardwood and herbaceous dioxasolv lignins as well as poplar sawdust to give the anticipated decarbonylation products, and, rather surprisingly, 4-(1-propenyl)phenols. Promisingly, product selectivity can be tuned by variation of Lewis acid strength and lignin source.
dc.language.isoeng
dc.relation.ispartofCHEMSUSCHEMen
dc.rights© 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.en
dc.subjectBiomassen
dc.subjectDecarbonylationen
dc.subjectLewis aciden
dc.subjectLigninen
dc.subjectTandem catalysisen
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleTandem catalytic depolymerization of lignin by water-tolerant Lewis acids and rhodium complexesen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
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.identifier.doihttps://doi.org/10.1002/cssc.201600683
dc.description.statusPeer revieweden


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