- Selective Production of Renewable para-Xylene by Tungsten Carbide Catalyzed Atom-Economic Cascade Reactions
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Tungsten carbide was employed as the catalyst in an atom-economic and renewable synthesis of para-xylene with excellent selectivity and yield from 4-methyl-3-cyclohexene-1-carbonylaldehyde (4-MCHCA). This intermediate is the product of the Diels–Alder reaction between the two readily available bio-based building blocks acrolein and isoprene. Our results suggest that 4-MCHCA undergoes a novel dehydroaromatization–hydrodeoxygenation cascade process by intramolecular hydrogen transfer that does not involve an external hydrogen source, and that the hydrodeoxygenation occurs through the direct dissociation of the C=O bond on the W2C surface. Notably, this process is readily applicable to the synthesis of various (multi)methylated arenes from bio-based building blocks, thus potentially providing a petroleum-independent solution to valuable aromatic compounds.
- Dai, Tao,Li, Changzhi,Li, Lin,Zhao, Zongbao Kent,Zhang, Bo,Cong, Yu,Wang, Aiqin
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supporting information
p. 1808 - 1812
(2018/02/10)
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- CHEMISTRY OF ENOL ETHERS. LIII. PROTOTROPIC ISOMERIZATION IN THE SERIES OF CYCLIC 1-ALKOXY-1,4-DIENES
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A series of diethyl acetals of 1-cyclohexene-3-carbaldehydes, the pyrolysis of which leads to the formation of cyclic 1-ethoxy-1,4-dienes, were obtained by the acetalization of 1-cyclohexene-3-carbaldehydes, which were obtained by the condensation of conjugated dienes with α,β-unsaturated aldehydes.The prototropic isomerization of the 1-ethoxy-1,4-dienes to corresponding 1-ethoxy-1,3-dienes under the influence of potassium tert-butoxide in dimethyl sulfoxide solution was investigated.
- Makin, S. M.,Pomogaev, A. I.,Boiko, T. N.,Nikiforova, A. P.
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p. 2033 - 2036
(2007/10/02)
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