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The synthesis and analysis of lignin-bound Hibbert ketone structures in technical lignins
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dc.contributor.author | Miles-Barrett, Daniel | |
dc.contributor.author | Neal, Andrew | |
dc.contributor.author | Hand, Calum | |
dc.contributor.author | Montgomery, James | |
dc.contributor.author | Panovic, Isabella | |
dc.contributor.author | Ojo, Oluwarotimi Stephen | |
dc.contributor.author | Lancefield, Christopher Stuart | |
dc.contributor.author | Cordes, David B. | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Lebl, Tomas | |
dc.contributor.author | Westwood, Nicholas J. | |
dc.date.accessioned | 2017-09-22T23:32:28Z | |
dc.date.available | 2017-09-22T23:32:28Z | |
dc.date.issued | 2016-11-14 | |
dc.identifier | 246089825 | |
dc.identifier | f3d6769d-7ab2-406e-a115-85cacb8ae880 | |
dc.identifier | 84992679455 | |
dc.identifier | 000387070800014 | |
dc.identifier.citation | Miles-Barrett , D , Neal , A , Hand , C , Montgomery , J , Panovic , I , Ojo , O S , Lancefield , C S , Cordes , D B , Slawin , A M Z , Lebl , T & Westwood , N J 2016 , ' The synthesis and analysis of lignin-bound Hibbert ketone structures in technical lignins ' , Organic & Biomolecular Chemistry , vol. 14 , no. 42 , pp. 10023-10030 . https://doi.org/10.1039/C6OB01915C | en |
dc.identifier.issn | 1477-0520 | |
dc.identifier.other | ORCID: /0000-0002-0269-3221/work/48131736 | |
dc.identifier.other | ORCID: /0000-0002-5366-9168/work/28023964 | |
dc.identifier.other | ORCID: /0000-0001-7951-3682/work/46094654 | |
dc.identifier.other | ORCID: /0000-0003-0630-0138/work/56424199 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861940 | |
dc.identifier.uri | https://hdl.handle.net/10023/11724 | |
dc.description | This work was supported by EPSRC Ph.D. studentships (EP/1518175 (DMB), EP/1517938 (AN)), the Industrial Biotechnology Innovation Centre (Ph.D. studentship to DMB), CRITICAT Centre for Doctoral Training (Ph.D. studentship to IP; EP/L016419/1), EPSRC grants EP/J018139/1 and EP/K00445X/1 (SOJO) and an EPSRC Doctoral Prize Fellowship (CSL). | en |
dc.description.abstract | Understanding the structure of technical lignins resulting from acid-catalysed treatment of lignocellulosic biomass is important for their future applications. Here we report an investigation into the fate of lignin under acidic aqueous organosolv conditions. In particular we examine in detail the formation and reactivity of non-native Hibbert ketone structures found in isolated organosolv lignins from both Douglas fir and beech woods. Through the use of model compounds combined with HSQC, HMBC and HSQC-TOCSY NMR experiments we demonstrate that, depending on the lignin source, both S and G lignin-bound Hibbert ketone units can be present. We also show that these units can serve as a source of novel mono-aromatic compounds following an additional lignin depolymerisation reaction. | |
dc.format.extent | 8 | |
dc.format.extent | 1215962 | |
dc.language.iso | eng | |
dc.relation.ispartof | Organic & Biomolecular Chemistry | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | The synthesis and analysis of lignin-bound Hibbert ketone structures in technical lignins | en |
dc.type | Journal article | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | https://doi.org/10.1039/C6OB01915C | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2017-09-22 | |
dc.identifier.url | http://www.rsc.org/suppdata/c6/ob/c6ob01915c/c6ob01915c1.pdf | en |
dc.identifier.grantnumber | EP/L016419/1 | en |
dc.identifier.grantnumber | EP/J018139/1 | en |
dc.identifier.grantnumber | EP/K00445X/1 | en |
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