St Andrews Research Repository

St Andrews University Home
View Item 
  •   St Andrews Research Repository
  • University of St Andrews Research
  • University of St Andrews Research
  • University of St Andrews Research
  • View Item
  •   St Andrews Research Repository
  • University of St Andrews Research
  • University of St Andrews Research
  • University of St Andrews Research
  • View Item
  •   St Andrews Research Repository
  • University of St Andrews Research
  • University of St Andrews Research
  • University of St Andrews Research
  • View Item
  • Login
JavaScript is disabled for your browser. Some features of this site may not work without it.

Metal triflates for the production of aromatics from lignin

Thumbnail
View/Open
Westwood_2016_CHEMSUSCHEM_MetalTriflates_AAM.pdf (1.974Mb)
Date
20/10/2016
Author
Deuss, Peter Joseph
Lahive, Ciaran
Lancefield, Christopher Stuart
Westwood, Nicholas James
Kamer, Paul C J
Barta, Katalin
de Vries, Johannes G.
Keywords
Acidolysis
Aromatics
Depolymerization
Lignin
Metal triflates
QD Chemistry
NDAS
Metadata
Show full item record
Altmetrics Handle Statistics
Altmetrics DOI Statistics
Abstract
The depolymerization of lignin into valuable aromatic chemicals is one of the key goals towards establishing economically viable biorefineries. In this contribution we present a simple approach for converting lignin to aromatic monomers in high yields, under mild reaction conditions. The methodology relies on the use of catalytic amounts of easy to handle metal triflates (M(OTf)x). Initially, we evaluated the reactivity of a broad range of metal triflates using simple lignin model compounds. More advanced lignin model compounds were also used to study the reactivity of different lignin linkages. The product aromatic monomers were either phenolic C2-acetals obtained by stabilization of the aldehyde cleavage products by reaction with ethylene glycol, or methyl aromatics obtained by catalytic decarbonylation. Notably, when the former method was ultimately tested on lignin, especially Fe(OTf)3 proved very effective and the phenolic C2-acetal products were obtained in an excellent, 19.3±3.2 wt % yield.
Citation
Deuss , P J , Lahive , C , Lancefield , C S , Westwood , N J , Kamer , P C J , Barta , K & de Vries , J G 2016 , ' Metal triflates for the production of aromatics from lignin ' , CHEMSUSCHEM , vol. 9 , no. 20 , pp. 2974-2981 . https://doi.org/10.1002/cssc.201600831
Publication
CHEMSUSCHEM
Status
Peer reviewed
DOI
https://doi.org/10.1002/cssc.201600831
ISSN
1864-564X
Type
Journal article
Rights
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. 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: https://dx.doi.org/10.1002/cssc.201600831
Description
This work was funded by the European Union (Marie Curie ITN ‘SuBiCat’ PITN-GA-2013-607044, PJD, CWL, NJW, PCKL, KB, JGdeV) as well as EP/J018139/1, EP/K00445X/1 grants (NJW and PCJK) and an EPSRC Doctoral Prize Fellowship (CSL).
Collections
  • University of St Andrews Research
URL
http://onlinelibrary.wiley.com/wol1/doi/10.1002/cssc.201600831/suppinfo
URI
http://hdl.handle.net/10023/11710

Items in the St Andrews Research Repository are protected by copyright, with all rights reserved, unless otherwise indicated.

Advanced Search

Browse

All of RepositoryCommunities & CollectionsBy Issue DateNamesTitlesSubjectsClassificationTypeFunderThis CollectionBy Issue DateNamesTitlesSubjectsClassificationTypeFunder

My Account

Login

Open Access

To find out how you can benefit from open access to research, see our library web pages and Open Access blog. For open access help contact: openaccess@st-andrews.ac.uk.

Accessibility

Read our Accessibility statement.

How to submit research papers

The full text of research papers can be submitted to the repository via Pure, the University's research information system. For help see our guide: How to deposit in Pure.

Electronic thesis deposit

Help with deposit.

Repository help

For repository help contact: Digital-Repository@st-andrews.ac.uk.

Give Feedback

Cookie policy

This site may use cookies. Please see Terms and Conditions.

Usage statistics

COUNTER-compliant statistics on downloads from the repository are available from the IRUS-UK Service. Contact us for information.

© University of St Andrews Library

University of St Andrews is a charity registered in Scotland, No SC013532.

  • Facebook
  • Twitter