Cooperative Catalysis for Selective Alcohol Oxidation with Molecular Oxygen

Slot, Thierry K.; Eisenberg, David; Noordenne, Dylan van; Jungbacker, Peter; Rothenberg, Gadi

doi:10.1002/chem.201602964

Cited by 43 publications

(52 citation statements)

References 43 publications

(89 reference statements)

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“…It is important to know the amount of functional groups present in support, their both decomposition and stability, because those groups can interact with the active phase Co 3 O 4 and with molecular oxygen. This promotes the generation of active oxygen species, superoxide, and peroxides mainly, which will interfere in the oxidation reaction of alcohols [14,34,35]. These analyses are consistent largely with the IR analysis and TPR-H 2 ( Table 1).…”

Section: Characterization Of the Supports And Catalystssupporting

confidence: 80%

Catalytic Performance of Co3O4 on Different Activated Carbon Supports in the Benzyl Alcohol Oxidation

et al. 2017

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Co 3 O 4 particles were supported on a series of activated carbons (G60, CNR, RX3, and RB3). Incipient wetness method was used to prepare these catalysts. The effect of the structural and surface properties of the carbonaceous supports during oxidation of benzyl alcohol was evaluated. The synthetized catalysts were characterized via IR, TEM, TGA/MS, XRD, TPR, AAS, XPS, and N 2 adsorption/desorption isotherm techniques. Co 3 O 4 /G60 and Co 3 O 4 /RX3 catalysts have high activity and selectivity on the oxidation reaction reaching conversions above 90% after 6 h, without the presence of promoters. Catalytic performances show that differences in chemistry of support surface play an important role in activity and suggest that the presence of different ratios of species of cobalt and oxygenated groups on surface in Co 3 O 4 /G60 and Co 3 O 4 /RX3 catalysts, offered a larger effect synergic between both active phase and support increasing their catalytic activity when compared to the other tested catalysts.

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Section: Characterization Of the Supports And Catalystssupporting

confidence: 80%

Catalytic Performance of Co3O4 on Different Activated Carbon Supports in the Benzyl Alcohol Oxidation

et al. 2017

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“…Interestingly, there is a marked difference between the oxidation of activated alcohols, which we reported earlier, and that of cyclohexene. With an activated alcohol substrate such as cinnamyl alcohol, the N:C support is required for oxygen activation.…”

Section: Resultsmentioning

confidence: 99%

“…Recently, we showed that this problem can be solved for the specific case of the oxidation of activated alcohols to aldehydes and ketones by using a bifunctional catalyst . Yet this oxidation was “only” a dehydrogenation reaction.…”

Section: Introductionmentioning

confidence: 99%

Selective Catalytic Oxidation of Cyclohexene with Molecular Oxygen: Radical Versus Nonradical Pathways

et al. 2018

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We study the allylic oxidation of cyclohexene with O2 under mild conditions in the presence of transition‐metal catalysts. The catalysts comprise nanometric metal oxide particles supported on porous N‐doped carbons (M/N:C, M=V, Cr, Fe, Co, Ni, Cu, Nb, Mo, W). Most of these metal oxides give only moderate conversions, and the majority of the products are over‐oxidation products. Co/N:C and Cu/N:C, however, give 70–80 % conversion and 40–50 % selectivity to the ketone product, cyclohexene‐2‐one. Control experiments in which we used free‐radical scavengers show that the oxidation follows the expected free‐radical pathway in almost all cases. Surprisingly, the catalytic cycle in the presence of Cu/N:C does not involve free‐radical species in solution. Optimisation of this catalyst gives >85 % conversion with >60 % selectivity to the allylic ketone at 70 °C and 10 bar O2. We used SEM, X‐ray photoelectron spectroscopy and XRD to show that the active particles have a cupric oxide/cuprous oxide core–shell structure, giving a high turnover frequency of approximately 1500 h−1. We attribute the high performance of this Cu/N:C catalyst to a facile surface reaction between adsorbed cyclohexenyl hydroperoxide molecules and activated oxygen species.

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“…As part of our ongoing research into selective oxidation with molecular oxygen, we tried building synthetic porphyrin analogues that could serve as good single‐atom catalysts in vitro . For this, we turned to phthalocyanines (Pcs), which are highly stable two‐dimensional macrocycles with a structure analogous to that of porphyrins (Scheme ).…”

Section: Introductionmentioning

confidence: 99%

A simple synthesis of symmetric phthalocyanines and their respective perfluoro and transition‐metal complexes

Denekamp

Veenstra

Jungbacker

et al. 2019

Applied Organom Chemis

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We report a simple synthesis protocol for making phthalocyanines (Pcs) starting from phthalonitriles. This method is general and requires no specialised equipment. The complexes are isolated and characterised using X‐ray diffraction, NMR, FTIR and Raman spectroscopy and high‐resolution mass spectrometry. First, we study and present a one‐step synthesis route to a metal‐free Pc (H2PcH16), as well as to the corresponding MPcH16 complexes of Mn, Fe, Co, Ni, Cu and Zn. Then, we show that this route can also be used to make the fluorinated Pc analogues (MPcF16). Finally, we present a new and useful procedure for inserting a metal ion into a metal‐free H2PcH16 ring, by direct metalation, yielding the corresponding MPcH16 complex. This last method is especially useful if you want to make different MPcH16 complexes.

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Cooperative Catalysis for Selective Alcohol Oxidation with Molecular Oxygen

Cited by 43 publications

References 43 publications

Catalytic Performance of Co3O4 on Different Activated Carbon Supports in the Benzyl Alcohol Oxidation

Catalytic Performance of Co3O4 on Different Activated Carbon Supports in the Benzyl Alcohol Oxidation

Selective Catalytic Oxidation of Cyclohexene with Molecular Oxygen: Radical Versus Nonradical Pathways

A simple synthesis of symmetric phthalocyanines and their respective perfluoro and transition‐metal complexes

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