Benzene and four polycyclic arenes (PAs) were used as substrates and their hydrogenation
reactions were conducted over activated carbon (AC) at 300 °C to examine the relationship between
their molecular structures and reactivities. The results show that the AC catalyzed the
hydrogenation of the PAs selectively and that the reactivities of the arenes toward hydrogenation
were dependent on the hydrogen-accepting abilities of the arenes and on the adsorption strengths
of the arenes on the catalyst surface. The related mechanisms for hydrogen transfer were also
discussed.
Hydrogenation reactions of three polycyclic arenes (PCAs), that is, anthracene, 9-phenylanthracene (PA), and 9,10-diphenylanthracene (DPA) were carried out under an initial hydrogen pressure of 5 MPa at 300 °C. An activated carbon (AC, a metal-free catalyst), was employed to catalyze the PCA hydroconversions. The results show that the AC can split gaseous hydrogen into atomic form and catalyze monatomic hydrogen transfer to aromatic rings. Interestingly, the AC selectively catalyzed the hydrogenation of the anthracene ring, and prevented the benzene ring from hydrogenation and the C-C linkage from cleavage. The reactivity of the PCAs toward hydrogenation over the AC decreased in the order of anthracene > PA > DPA. The hydrogen-accepting ability and steric hindrance effect are demonstrated to be responsible for the difference in reactivity.
The tetrahydrofuran/carbon disulfide (THF/CS2) mixed solvent-insoluble portion of Upper
Freeport coal was subject to noncatalytic and nickel-catalyzed hydrothermal treatments under
pressurized hydrogen at 300 °C. The petroleum ether (PE)-soluble fractions from the reaction
mixtures were analyzed using gas chromatography (GC) and gas chromatography/mass spectroscopy (GC/MS). Twenty-two organic sulfur compounds (OSCs) were detected in the PE-soluble
fraction from the reaction mixture of noncatalytic hydrothermal treatment, whereas only very
small amounts of two OSCs were detected in the PE-soluble fraction from the reaction mixture
of nickel-catalyzed hydrothermal treatment, suggesting that the thermally released OSCs from
the insoluble portion were effectively removed by the nickel catalyst. The related mechanisms
were discussed.
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