Support effects in iridium-catalyzed aerobic oxidation of benzyl alcohol studied by modulation-excitation attenuated total reflection IR spectroscopy

Ito, Simon; Wang, Xianwei; Waheed, Ammara; Li, Gao; Maeda, Nobutaka; Meier, Daniel M.; Naito, Shuichi; Baiker, Alfons

doi:10.1016/j.jcat.2020.11.010

Cited by 10 publications

(10 citation statements)

References 59 publications

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“…5(a) and Fig. S6 in the ESM, the intensity of the band indicative of the stretching vibrations of the nitro group at ~ 1558 and 1398 cm -1 [64] slightly decreased due to partial desorption of nitrobenzene at higher temperatures. However, chemisorbed nitrobenzene remained on the Ni-MoC x surface even at 160 °C.…”

Section: Ftir Study Of Substrate Adsorptionmentioning

confidence: 97%

Nanostructured Ni-MoCx: An efficient non-noble metal catalyst for the chemoselective hydrogenation of nitroaromatics

Zhang

et al. 2023

Nano Res.

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Catalysts for chemoselective hydrogenation are of vital importance for the synthesis of various important chemicals and intermediates. Herein we developed a simple method for preparing a highly efficient Ni-MoCx nanocomposite catalyst via temperature-programmed carburization of a polyoxometalate precursor. X-ray diffraction (XRD), scanning transmission electron microscopy (STEM), X-ray photoelectron spectroscopy (XPS), and X-ray absorption spectroscopy (XAS) analyses indicate that the resulting mesoporous nanocomposite catalyst is made up of well-dispersed metallic nickel particles embedded in a MoCx matrix. This catalyst exhibits high activity and selectivity (> 99%) in the hydrogenation of various substituted nitroaromatics to corresponding anilines. The high efficiency is attributed to the intimate contact of the constituents favoring electron transfer and hydrogen adsorption. Dihydrogen is physisorbed on the carbide support and dissociates on the nickel particles, as evidenced by Mo K-edge X-ray absorption near-edge structure (XANES) spectra, density functional theory (DFT), and hydrogen—deuterium exchange. The remarkable catalytic performance of the catalyst could be traced back to the synergistic interaction between the Ni particles and the carbide support. In-situ infrared spectroscopy and DFT simulations indicated that the adsorption/activation of the nitro group is favored compared to that of other substituents at the aromatic ring. In recyclability tests, the Ni-MoCx nanocomposite showed no significant loss of catalytic performance in seven consecutive runs, indicating its robust nature.

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Section: Ftir Study Of Substrate Adsorptionmentioning

confidence: 97%

Nanostructured Ni-MoCx: An efficient non-noble metal catalyst for the chemoselective hydrogenation of nitroaromatics

Zhang

et al. 2023

Nano Res.

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“…% in He) was insufflated, NH 3 symmetric bending (930 and 965 cm −1 ) [49] and symmetric stretch of NH in proton‐acceptor ammonia (3333 cm −1 ) [50] can be observed distinctly and increase cumulatively. The decreasing of O−H bending in benzyl alcohol (1209 cm −1 ) [51,52] shows the conversion of benzyl alcohol. Meanwhile, the formation of benzylamine was evidenced by the C−N stretching vibration cluster around 1180–1020 cm −1 [51] and N−H stretching vibration (3393 cm −1 ) of primary amine [53] .…”

Section: Entry Catalysts[b] Yield [%][C]mentioning

confidence: 98%

“…(1)], suggesting the reaction rate hinges on the formation of benzylamine from benzyl alcohol and ammonia. As one possible reason for the different time course profiles in air or argon, the oxidation of benzyl alcohol to benzaldehyde by air and subsequent conversion to imines might accelerate the reaction at the early stage [55–57] . The further detailed study on the different behaviours in the reactions in air and argon is ongoing.…”

Section: Entry Catalysts[b] Yield [%][C]mentioning

confidence: 99%

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Rapid Multialkylation of Aqueous Ammonia with Alcohols by Heterogeneous Iridium Catalyst under Simple Conditions

Han

Wada

et al. 2021

ChemCatChem

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This paper reports the synthesis of tertiary and secondary amines from aqueous ammonia and benzylic alcohols by titania‐supported iridium catalyst. It is a successful example of heterogeneous systems at moderate temperature without either additional solvent or high pressure. The catalytic system showed good tolerance to the atmosphere condition and performed rapidly to give tribenzylamine a yield of over 99 % within 6 hours in argon. The crystal structure of titania supports for iridium catalysts strongly affected their activity. The catalysis smoothly proceeded on larger scales. The catalyst could be easily reused and run at least for 5 cycles without significant loss of activity. The highly‐dispersed iridium species of less than 2 nm in diameter would be responsible for the excellent catalytic activity. This catalyst is well applicable in multialkylation of aqueous ammonia with various primary and secondary benzylic alcohols.

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“…The catalytic performances of the AuSn/GO-TS, AuSn/GO-CoIM, Au/GO, Sn/GO, AuSn/rGO-TS, AuSn/rGO-CoIM, Au/rGO, and Sn/ rGO catalysts were evaluated by the oxidation of BzOH with O 2 as a green oxidant, which is a typical aerobic oxidation. 45,46 The outcomes are presented in Tables 1, S1 and S2. † Benzoic acid was the primary byproduct of the BzOH oxidation reaction.…”

Section: The Selective Oxidation Of Benzyl Alcoholmentioning

confidence: 99%

Efficient oxidation of benzyl alcohol into benzaldehyde catalyzed by graphene oxide and reduced graphene oxide supported bimetallic Au–Sn catalysts

et al. 2023

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Support effects in iridium-catalyzed aerobic oxidation of benzyl alcohol studied by modulation-excitation attenuated total reflection IR spectroscopy

Cited by 10 publications

References 59 publications

Nanostructured Ni-MoCx: An efficient non-noble metal catalyst for the chemoselective hydrogenation of nitroaromatics

Nanostructured Ni-MoCx: An efficient non-noble metal catalyst for the chemoselective hydrogenation of nitroaromatics

Rapid Multialkylation of Aqueous Ammonia with Alcohols by Heterogeneous Iridium Catalyst under Simple Conditions

Efficient oxidation of benzyl alcohol into benzaldehyde catalyzed by graphene oxide and reduced graphene oxide supported bimetallic Au–Sn catalysts

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