Topic
Anisole
About: Anisole is a research topic. Over the lifetime, 2470 publications have been published within this topic receiving 43092 citations. The topic is also known as: methoxybenzene & phenoxymethane.
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TL;DR: In this article, the catalytic conversion of anisole (methoxybenzene), a phenolic model compound representing a thermal conversion product of biomass lignin, to gasoline-range molecules has been investigated over a bifunctional Pt/HBeta catalyst at 400°C and atmospheric pressure.
Abstract: The catalytic conversion of anisole (methoxybenzene), a phenolic model compound representing a thermal conversion product of biomass lignin, to gasoline-range molecules has been investigated over a bifunctional Pt/HBeta catalyst at 400 °C and atmospheric pressure. The product distribution obtained on the bifunctional catalyst was compared with those obtained on monofunctional catalysts (HBeta and Pt/SiO2). This comparison indicates that the acidic function (HBeta) catalyzes the methyl transfer reaction (transalkylation) from methoxyl to the phenolic ring, yielding phenol, cresols, and xylenols as the major products. The metal function catalyzes demethylation, hydrodeoxygenation, and hydrogenation in sequence, resulting in phenol, benzene, and cyclohexane. On the bifunctional catalyst, both methyl transfer and hydrodeoxygenation are achieved at significantly higher rates than over the monofunctional catalysts, leading to the formation of benzene, toluene, and xylenes with lower hydrogen consumption and a significant reduction in carbon losses, in comparison with the metal function alone. In addition, on the bifunctional Pt/HBeta, the rate of deactivation and coke deposition are moderately reduced.
458 citations
TL;DR: In the present study, the following groups were shown, for the first time, to be removed safely: the nitro group in nitroarginine, the diphenylmethyl group in Diphenylmethylamide, the t-butyl group in S-t- butylcysteine, and the isopropyloxycarbonyl group.
Abstract: The properties of anhydrous hydrogen fluoride (HF) as a reagent for the acidolysis of various protective groups have been studied. Amino acids with various protective groups were each treated with HF at 0 or 20°C in the presence of anisole, and the reaction products were tested. Thus, HF was found to be much better than the other known reagents, such as hydrogen bromide and trifluoroacetic acid. In the present study, the following groups were shown, for the first time, to be removed safely: the nitro group in nitroarginine, the diphenylmethyl group in diphenylmethylamide, the t-butyl group in S-t-butylcysteine, the isopropyloxycarbonyl group, and the isopropyl ester group. A new and convenient apparatus was designed for the safe handling of HF for peptide synthesis.
378 citations
TL;DR: The hydrogenation of arenes containing functional groups, such as anisole, by the [Ir(0)](n) nanoparticles occurs with concomitant hydrogenolysis of the C-O bond, suggesting that these nanoparticles behave as "heterogeneous catalysts" rather than "homogeneous catalyststs".
Abstract: Stable transition-metal nanoparticles of the type [M(0)](n) are easily accessible through the reduction of Ir(I) or Rh(III) compounds dissolved in "dry" 1-n-butyl-3-methylimidazolium hexafluorophosphate ionic liquid by molecular hydrogen. The formation of these [M(0)](n) nanoparticles is straightforward; they are prepared in dry ionic liquid whereas the presence of the water causes the partial decomposition of ionic liquid with the formation of phosphates, HF and transition-metal fluorides. Transmission electron microscopy (TEM) observations and X-ray diffraction analysis (XRD) show the formation of [Ir(0)](n) and [Rh(0)](n) nanoparticles with 2.0-2.5 nm in diameter. The isolated [M(0)](n) nanoparticles can be redispersed in the ionic liquid, in acetone or used in solventless conditions for the liquid-liquid biphasic, homogeneous or heterogeneous hydrogenation of arenes under mild reaction conditions (75 degrees C and 4 atm). The recovered iridium nanoparticles can be reused several times without any significant loss in catalytic activity. Unprecedented total turnover numbers (TTO) of 3509 in 32 h, for arene hydrogenation by nanoparticles catalysts, have been achieved in the reduction of benzene by the [Ir(0)](n) in solventless conditions. Contrarily, the recovered Rh(0) nanoparticles show significant agglomeration into large particles with a loss of catalytic activity. The hydrogenation of arenes containing functional groups, such as anisole, by the [Ir(0)](n) nanoparticles occurs with concomitant hydrogenolysis of the C-O bond, suggesting that these nanoparticles behave as "heterogeneous catalysts" rather than "homogeneous catalysts".
377 citations
TL;DR: In this article, NiMoP/SiO2 catalysts with different Ni/Mo molar ratios were tested for the hydrodeoxygenation of anisole in a fixed-bed reactor.
Abstract: Ni2P/SiO2, MoP/SiO2, and NiMoP/SiO2 with different Ni/Mo molar ratios were prepared by temperature-programmed reduction (TPR). Their structural properties were characterized by N2 sorption, X-ray diffraction (XRD), CO chemisorption, X-ray photoelectron spectroscopy (XPS), H2 temperature-programmed desorption (H2-TPD), and NH3 temperature-programmed desorption (NH3-TPD). Their performances for the hydrodeoxygenation (HDO) of anisole were tested in a fixed-bed reactor. It was found that there were mainly three reactions that occurred during the HDO, i.e., the demethylation of anisole, the hydrogenolysis of phenol, and the hydrogenation of benzene. The HDO activities decreased in the sequence of Ni2P/SiO2 > NiMoP/SiO2 > MoP/SiO2. The NiMoP/SiO2 catalysts with larger Ni/Mo ratios had higher activities. In the phosphides, the Niδ+ and Moδ+ sites bearing small positive charges acted not only as Lewis acid sites for the demethylation but also as metal sites for the hydrogenolysis and hydrogenation. The Niδ+ site...
350 citations