A Different Reaction Pathway for the Reduction of Aromatic Nitro Compounds on Gold Catalysts

Corma, Avelino; Concepción, Patricia; Serna, Pedro

doi:10.1002/anie.200700823

Cited by 537 publications

(330 citation statements)

References 10 publications

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“…No intermediate diazo products were detected. [17][18][19] The reaction sequence was confirmed by reacting cyclohexylaniline 4 at 60 ºC in the presence of Pd/C. In that case, dicyclohexylamine 5 was obtained with very high selectivity, as a primary product.…”

Section: Figurementioning

confidence: 79%

One pot synthesis of cyclohexanone oxime from nitrobenzene using a bifunctional catalyst

et al. 2014

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Section: Figurementioning

confidence: 79%

One pot synthesis of cyclohexanone oxime from nitrobenzene using a bifunctional catalyst

et al. 2014

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“…The TOF and VA selectivity values tend to decrease with the TiO2 diameter. According to Corma et al [16,17], the hydrogenation of NS on Pt/TiO2 is a structure-sensitive reaction and exposed low coordinated Pt sites are more active for the hydrogenation of nitro group than vinyl group. Figure 2 indicates that the surface of Pt particles dispersed over smaller TiO2 crystallites should become more beneficial to the hydrogenation of nitro group of NS rather than that of its vinyl group.…”

Section: Resultsmentioning

confidence: 99%

Influence of Crystallite Size of TiO2 Supports on the Activity of Dispersed Pt Catalysts in Liquid-Phase Selective Hydrogenation of 3-Nitrostyrene, Nitrobenzene, and Styrene

et al. 2014

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Supported Pt catalysts were prepared using several kinds of TiO2 supports different in the crystallite size in the range of 10 -500 nm and their catalytic activity was tested for the liquid-phase hydrogenation of 3-nitrostyrene, nitrobenzene, and styrene. With Pt on smaller TiO2 crystallites (nanocrystals), the selectivity to vinylaniline was improved in the hydrogenation of 3-nitrostyrene (regioselective hydrogenation) and the selectivity to aniline was promoted in the hydrogenation of a mixture of nitrobenzene and styrene (chemoselective hydrogenation). The effects of TiO2 crystallite size were discussed on the basis of the results of turnover frequency and FTIR of CO adsorbed on dispersed Pt particles.Low coordinated and/or electron-rich Pt sites should be formed on the surface of nanocrystal TiO2 supports. Nanocrystal TiO2 support is an important factor for controlling and improving the catalytic performance of dispersed Pt particles.

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“…The high-pressure FTIR was used to examine the molecular interactions of CO 2 with reacting species. The FTIR spectra of p-CNB, p-CNSB, and p-CPHA in dense phase CO 2 were collected with the same spectrometer in similar fashions as used in the previous work [31].…”

Section: Phase Behavior and Ftir Measurementsmentioning

confidence: 99%

“…The FTIR spectra of p-CNB, p-CNSB, and p-CPHA in dense phase CO 2 were collected with the same spectrometer in similar fashions as used in the previous work [31]. The measurements were made at 35°C and in the presence of 0-20 MPa CO 2 and 4 MPa H 2 .…”

Section: Phase Behavior and Ftir Measurementsmentioning

confidence: 99%

Selective hydrogenation of chloronitrobenzene to chloroaniline in supercritical carbon dioxide over Ni/TiO2: Significance of molecular interactions

Meng

Cheng

Fujita

et al. 2010

Journal of Catalysis

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The hydrogenation of chloronitrobenzene to chloroaniline was investigated over Ni/TiO 2 at 35°C in supercritical CO 2 (scCO 2 ), ethanol, and n-hexane. The reaction rate followed the order of scCO 2 > n-hexane > ethanol. In scCO 2 , the selectivity to chloroaniline and to aniline over Ni/TiO 2 were 97-99.5% and <1%, respectively, in the conversion range of 9-100%. The high chemoselectivity to chloroaniline cannot be achieved over Ni/TiO 2 in ethanol and n-hexane. In situ high-pressure Fourier transform infrared measurements were made to study the molecular interactions of CO 2 with the following reactant and reaction intermediates: chloronitrobenzene, chloronitrosobenzene, and N-chlorophenylhydroxylamine. The molecular interaction modifies the reactivity of each species and accordingly the reaction rate and the selectivity. The influence of Cl substituent on the interaction modes of CO 2 with these reacting species is discussed. Possible reaction pathways for the hydrogenation of chloronitrobenzene in scCO 2 over Ni/TiO 2 are also proposed.

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A Different Reaction Pathway for the Reduction of Aromatic Nitro Compounds on Gold Catalysts

Cited by 537 publications

References 10 publications

One pot synthesis of cyclohexanone oxime from nitrobenzene using a bifunctional catalyst

One pot synthesis of cyclohexanone oxime from nitrobenzene using a bifunctional catalyst

Influence of Crystallite Size of TiO2 Supports on the Activity of Dispersed Pt Catalysts in Liquid-Phase Selective Hydrogenation of 3-Nitrostyrene, Nitrobenzene, and Styrene

Selective hydrogenation of chloronitrobenzene to chloroaniline in supercritical carbon dioxide over Ni/TiO2: Significance of molecular interactions

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