80858-47-5Relevant articles and documents
Selective hydrogenation of lignin-derived compounds under mild conditions
Chen, Lu,Van Muyden, Antoine P.,Cui, Xinjiang,Laurenczy, Gabor,Dyson, Paul J.
supporting information, p. 3069 - 3073 (2020/06/17)
A key challenge in the production of lignin-derived chemicals is to reduce the energy intensive processes used in their production. Here, we show that well-defined Rh nanoparticles dispersed in sub-micrometer size carbon hollow spheres, are able to hydrogenate lignin derived products under mild conditions (30 °C, 5 bar H2), in water. The optimum catalyst exhibits excellent selectivity and activity in the conversion of phenol to cyclohexanol and other related substrates including aryl ethers.
Palladium-Catalyzed Reductive Insertion of Alcohols into Aryl Ether Bonds
Wang, Meng,Gutiérrez, Oliver Y.,Camaioni, Donald M.,Lercher, Johannes A.
supporting information, p. 3747 - 3751 (2018/03/21)
Palladium on carbon catalyzes C?O bond cleavage of aryl ethers (diphenyl ether and cyclohexyl phenyl ether) by alcohols (R?OH) in H2. The aromatic C?O bond is cleaved by reductive solvolysis, which is initiated by Pd-catalyzed partial hydrogenation of one phenyl ring to form an enol ether. The enol ether reacts rapidly with alcohols to form a ketal, which generates 1-cyclohexenyl?O?R by eliminating phenol or an alkanol. Subsequent hydrogenation leads to cyclohexyl?O?R.
An efficient method for the reductive conversion of acyclic esters to ethers via a TMS-protected acetal
Hart, Alison,Kelley, Sarah A.,Harless, Tyler,Hood, John A.,Tagert, Michael,Pigza, Julie A.
, p. 3024 - 3027 (2017/07/17)
We report an efficient two step process for the reduction of non-aromatic esters to the corresponding ethers via the intermediate TMS-protected acetal. The acetal formed after the first step can be carried on directly to the subsequent reduction to the ether without purification. The ester reduction step was monitored using in-situ ReactIR for disappearance of the C[dbnd]O peak, allowing for the exact determination of time and equivalents of the reducing agent. Furthermore, use of TMS-imidazole to form the acetal has allowed us to dramatically reduce the overall reaction time required for the two step procedure.