A reverse hydrogenolysis process has been developed for two-site coupling of 2-hydroxy-1,4-naphthoquinones with olefins to produce naphtha[2,3-b]furan-4,9-diones and hydrogen (H2). The reaction is catalyzed by commercially available Pd/C without oxidants and hydrogen acceptors, thereby providing an intrinsically waste-free approach for the synthesis of functionalized and potentially biologically relevant naphtha[2,3-b]furan-4,9-diones.
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http://dx.doi.org/10.1039/c8cc09369e | DOI Listing |
ACS Nano
April 2024
Institute of Functional Nano & Soft Materials (FUNSOM), Jiangsu Key Laboratory for Carbon-Based Functional Materials & Devices, Soochow University, Suzhou 215123, P. R. China.
Hydro-depolymerization presents a promising avenue for transforming plastic waste into high-value hydrocarbons, offering significant potential for value-added recycling. However, a major challenge in this method arises from kinetic limitations due to insufficient hydrogen concentration near the active sites, requiring optimal catalytic performance only at higher hydrogen pressures. In this study, we address this hurdle by developing "hydrogen bubble catalysts" featuring Ru nanoparticles within mesoporous SBA-15 channels (Ru/SBA).
View Article and Find Full Text PDFSmall
November 2023
State Key laboratory of Organic-Inorganic Composites, College of Chemical Engineering, Beijing University of Chemical Technology, Beijing, 100029, China.
Selective hydrogenolysis of glycerol to 1,3-propanediol (1,3-PDO) is recognized as one of the most promising reactions for the valorization of biomass. Precise activation of C─O bonds of glycerol molecule is the key step to realize the high yield of catalytic conversion. Here, a Pt-loaded Nb-W composite oxides with crystallographic shear phase for the precise activation and cleavage of secondary C─O (C(2)─O) bonds are first reported.
View Article and Find Full Text PDFNat Commun
April 2022
Department of Chemistry, Michigan State University, East Lansing, MI, 48824, USA.
Diaryl ethers undergo electrocatalytic hydrogenolysis (ECH) over skeletal Ni cathodes in a mild, aqueous process that achieves direct C-O cleavage without initial benzene ring saturation. Mechanistic studies find that aryl phenyl ethers with a single para or meta functional group (methyl, methoxy, or hydroxy) are selectively cleaved to the substituted benzene and phenol, in contrast to recently reported homogeneous catalytic cleavage processes. Ortho positioning of substituents reverses this C-O bond selectivity, except for the 2-phenoxyphenol case.
View Article and Find Full Text PDFJ Am Chem Soc
February 2022
Department of Chemistry, University of Chicago, Chicago, Illinois 60637, United States.
Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing a rhodium-catalyzed hydrogenolysis of unstrained C(aryl)-C(alkyl) bonds in 2,2'-methylenediphenols aided by removable directing groups. Good yields of the monophenol products are obtained with tolerating a wide range of functional groups.
View Article and Find Full Text PDFDalton Trans
November 2021
Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC, Canada, V6 T 1Z1.
The synthesis and reactivity of the bimetallic rhodium-copper complex, Rh(COE)[PN]Cu, which is stabilized by the PN macrocycle, is reported. In the solid state, the rhodium and copper centers are on opposite sides of the macrocyclic ring with the Cu(I) in a linear environment and the Rh(I) in a square planar array. However, in solution a very symmetrical structure is suggested on the basis of the H NMR data, which is consistent with at least two separate fluxional processes, rotation of the cyclooctene unit and movement of the Rh(I) unit between the two amido donors.
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