Cleavage of C-O bonds in lignin model compounds catalyzed by methyldioxorhenium in homogeneous phase.
Methyldioxorhenium (MDO)-catalyzed C-O bond cleavage of a variety of lignin β-O-4-model compounds yields phenolic and aldehydic compounds in homogeneous phase under mild reaction conditions. MDO is in situ generated by reduction of methyltrioxorhenium (MTO) and is remarkably stable under the applied reaction conditions allowing its reuse for least five times without significant activity loss. Based on the observed and isolated intermediates, 17 O- and 2 H-isotope labeling experiments, DFT calculations, and several spectroscopic studies, a reaction mechanism is proposed.
Chair of Inorganic Chemistry/Molecular Catalysis, Catalysis Research Center, Technische Universität München, Ernst-Otto-Fischer-Str. 1, 85747 Garching bei München (Germany), Fax: (+49) 89-289-13473.
Reentje G
RG
Harms
Iulius I E
II
Markovits
Markus
M
Drees
H C Mult Wolfgang A
HC
Herrmann
Mirza
M
Cokoja
Fritz E
FE
Kühn
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D008031:Lignin / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*
D009942:Organometallic Compounds; D002244:Carbon; D008031:Lignin; D010100:Oxygen
CO bond cleavage; homogeneous catalysis; lignin; renewable resources; rhenium