145804-82-6Relevant articles and documents
Catalytic C-O bond cleavage of 2-aryloxy-1-arylethanols and its application to the depolymerization of lignin-related polymers
Nichols, Jason M.,Bishop, Lee M.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 12554 - 12555 (2010)
A ruthenium-catalyzed, redox neutral C-O bond cleavage of 2-aryloxy-1-arylethanols was developed that yields cleavage products in 62-98% isolated yield. This reaction is applicable to breaking the key ethereal bond found in lignin-related polymers. The bond transformation proceeds by a tandem dehydrogenation/reductive ether cleavage. Initial mechanistic investigations indicate that the ether cleavage is most likely an organometallic C-O activation. A catalytic depolymerization of a lignin-related polymer quantitatively yields the corresponding monomer with no added reagent.
Visible-light-induced C-C bond cleavage of lignin model compounds with cyanobenziodoxolone
Zheng, Ming,Huang, Yan,Zhan, Le-Wu,Hou, Jing,Li, Bin-Dong
, (2020/10/02)
The catalytic degradation of lignin to value-added chemicals has received considerable attention over the past decade. Photocatalysis provides promising approaches to enable previously inaccessible transformations. However, examples of the visible-light promoted degradation of lignin are still limited. In this work, the visible-light-induced selective C-C bond cleavage of β-O-4 lignin model compounds has been disclosed via β-scission of in situ generated alkoxy radical intermediates. With cyanobenziodoxolone as the oxidant, a variety of substrates could be transformed into aldehydes in moderate to good yields. In addition, unexpected acetal esters which could conveniently furnish formaldehyde and phenols by alcoholysis were observed.
Au-Pd alloy cooperates with covalent triazine frameworks for the catalytic oxidative cleavage of β-O-4 linkages
Zhao, Li,Shi, Song,Zhu, Guozhi,Liu, Meng,Gao, Jin,Xu, Jie
supporting information, p. 6707 - 6716 (2019/12/26)
To design highly efficient catalysts for the cleavage of the C-O/C-C bond is the key task in the depolymerization of lignin. Bimetallic alloy catalysts Au-Pd-CTFs were developed to be effective in the oxidative cleavage of β-O-4 lignin model compounds with O2. Au-Pd nanoparticles with an Au/Pd molar ratio between 1?:?1 and 1?:?1.5 showed the highest cleavage efficiency. The kinetics of the reaction process revealed that a synergistic effect between Au and Pd played a crucial role in the oxidation of Cα-OH into CαO, which was the rate-determining step for the whole oxidative cleavage process. Further insight revealed that the cooperative effect between Au-Pd nanoparticles and the support covalent triazine frameworks (CTFs) facilitated the cleavage of the formed β-O-4 ketone compound to the corresponding aromatics. In addition, Au-Pd-CTF catalysts also showed efficiency in the oxidative transformation of the organosolv lignin. This catalytic system will provide guidance in the oxidative cleavage of β-O-4 linkages in lignin.