Green Chemistry
COMMUNICATION
DOI: 10.1039/C C0018
Jou5Grnal Na6Bme
Figure 1. 2D HSQC NMR spectra (in DMSOꢀd ) of organosolv beech lignin; a) before the reaction; b) after the reaction with Cs CO ;
6
2
3
’
’
c) after the reaction with LiOt-Bu; d)
β
γ
ꢀOꢀ4 aryl ether linkages with a free ꢀOH at the
ꢀcarbon; f) resinol substructures formed by
ꢀOꢀ4 linkages; For additional information on the reaction conditions see ESI.
γ
β
ꢀcarbon; e)
β
ꢀOꢀ4 aryl ether linkages with acetylated
’
’
’
and/or pꢀhydroxybenzoated ꢀOH at
β
-
,
αꢀOꢀ
γ
, and
γ
ꢀOꢀ
α
li†nkages; g) phenylcoumaran
’
’
substructures formed by
β
ꢀ5 and
α
Arancon, J. Labidi and R. Luque, Chem. Soc. Rev., 2014, 43, 7485–
500.
7
Acknowledgements
3
4
a) Á. T. Martínez, J. Rencoret, G. Marques, A. Gutiérrez, D. Ibarra, J.
JiménezꢀBarbero and J. C. del Río, Phytochemistry, 2008, 69, 2831–
This research was supported by the European Commission (SuBiCat
Initial Training Network, Call FP7ꢀPEOPLEꢀ2013ꢀITN, grant no.
2
843; b) R. Vanholme, B. Demedts, K. Morreel, J. Ralph and W.
6
07044) and the Cluster of Excellence “Tailor Made Fuels from
Boerjan, Plant Physiol., 2010, 153, 895–905.
Biomass” (TMFB) funded by the Excellent Initiative of the German
federal and state governments. S. D. thanks the international training
network SubiCat for a predoctoaral stipend. J. M. is grateful to the
NRW Graduate School BrenaRo and the German Academic
Exchange Service (DAAD) for predoctoral stipends. We thank Prof.
Dr. Avelino Corma for supplying hydrotalcite and a number of
fruitful discussions.
For a recent contributions on the oxidative lignin cleavage with both
homogeneous and heterogeneous catalysts, see: a) R. Ma, Y. Xu and
X. Zhang, ChemSusChem, 2015, 8, 24ꢀ51; b) A. Rahimi, A. Ulbrich,
J. J. Coon and S. S. Stahl, Nature 2014, 515, 249ꢀ252; c) J.
Mottweiler, M. Puche, C. Räuber, T. Schmidt, P. Concepción, A.
Corma and C. Bolm, ChemSusChem, DOI: 10.1002/cssc.201500131.
For selected publication on homogeneous reductive and redoxꢀneutral
cleavage see: a) J. M. Nichols, L. M. Bishop, R. G. Bergman and J.
A. Ellman, J. Am. Chem. Soc., 2010, 132, 12554–12555; b) A. G.
Sergeev and J. F. Hartwig, Science, 2011, 332, 439–443; c) T. vom
Stein, T. Weigand, C. Merkens, J. Klankermayer and W. Leitner,
5
Notes and references
a
Institute of Organic Chemistry, RWTH Aachen University Landoltweg
1
, 52074 Aachen, Germany.
Eꢀmail: carsten.bolm@oc.rwthꢀaachen.de; jakob.mottweiler@oc.rwthꢀ
aachen.de
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and C. R. J. Stephenson, J. Am. Chem. Soc., 2014, 136, 1218–1221;
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†
Electronic Supplementary Information (ESI) available: [details of any
,
supplementary information available should be included here]. See
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a) G. W. Huber, S. Iborra and A. Corma, Chem. Rev., 2006, 106,
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Chem., DOI: 10.1002/anie.201410620 and 10.1002/ange.201410620.
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J. M. Pepper and W. Steck, Can. J. Chem., 1963, 41, 2867–2875; b)
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044–4098; b) A. Corma, S. Iborra and A. Velty, Chem. Rev., 2007,
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