Biogenic manganese oxide: effective new catalyst for direct bromination of hydrocarbons

Nishina, Yuta; Hashimoto, Hideki; Kimura, Naoji; Miyata, Naoyuki; Fujii, Toru; Ohtani, Bunsho; Takada, Jun

doi:10.1039/c2ra20896b

Cited by 19 publications

(8 citation statements)

References 22 publications

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“…Though not attempted, Sc-CO 2 separation may be applicable in these cases also. Reactions of alkane substrates with the above reagent, employing EDC as solvent and MnO 2 as a catalyst, were also found to be feasible in the SPTR-1 (Supporting Information Table S6). Thus the methodology may be of general interest for a wide variety of bromination reactions at sp 3 carbons.…”

Section: Resultsmentioning

confidence: 99%

Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Dinda¹,

Chakraborty²,

Samanta³

et al. 2013

Environ. Sci. Technol.

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It has been reported by us recently that p-nitrobenzyl bromide (PNBBr) can be synthesized from p-nitrotoluene (PNT) in high isolated yield with respect to available bromine in 2:1 Br(-)-BrO3(-) employed as brominating reagent. The reaction was conducted in ethylene dichloride (EDC) and the substrate was taken in excess to suppress dibromo impurity formation. The product was "cold crystallized" from the reaction mass and the mother liquor was recycled in the subsequent batch thereby eliminating organic discharge. The present work attempts to further advance the synthesis of this commercially important molecule employed in protection-deprotection strategies. Herein its successful synthesis employing neat substrate and solar radiation as the sole energy source to drive this photothermochemical reaction is reported. Further, 100% pure PNBBr could be isolated from the solid reaction mass in 87% yield by leaching out the excess substrate through supercritical CO2 (Sc-CO2) extraction. The reaction was therefore accomplished cleanly in all respects and with low carbon footprint.

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Section: Resultsmentioning

confidence: 99%

Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Dinda¹,

Chakraborty²,

Samanta³

et al. 2013

Environ. Sci. Technol.

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“…[47] They efficiently catalyze the dismutation of hydrogen peroxide and possibly also the oxidation of organic material. Further investigations are required to elucidate their potential role in the deactivation or formation of reactive oxygen species and the catalysis of oxidation reactions harming bacteria and plant viruses.…”

Section: Wwweurjicorg Full Papermentioning

confidence: 99%

Biogenic Manganese–Calcium Oxides on the Cell Walls of the Algae Chara Corallina: Elemental Composition, Atomic Structure, and Water‐Oxidation Catalysis

et al. 2013

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Keywords: Bioinorganic chemistry / Manganese / Oxygen / X-ray absorption spectroscopy / X-ray microfocus experiments Chara corallina freshwater algae produce brown deposits of manganese oxides on their cell wall surfaces when growing in manganese-rich media. We report on the formation, topology, composition, atomic structure, and catalytic activities of these biogenic manganese oxides (BMOs). The deposits are volcano shaped and exhibit 3-5 μm craters in their centers. Microfocus X-ray irradiation and detection of characteristic X-ray fluorescence lines allowed elemental mapping at 5 μm spatial resolution and the identification of the volcanoshaped deposits as a Mn-Ca oxide. X-ray absorption spectroscopy (XAS) revealed a high-valent Mn III/IV oxide. The structural analysis involved XAS spectra collected for a single volcano at room temperature and for single cells at 20 K.

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“…Biogenic manganese oxide has been reported to be an effective catalyst for the mono‐bromination of hydrocarbons particularly when operated under irradiation of a fluorescent room light . The results reported from the production of bromo‐cyclohexane are given in Table where comparison with other, non‐biogenic, manganese materials is documented.…”

Section: Biogenic Manganese Oxidementioning

confidence: 99%

Biogenic and bio‐structured inorganic materials in heterogeneous catalysis: a brief overview

Hargreaves

Alharthi

2015

J of Chemical Tech & Biotech

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This mini-review highlights some research results related to the production and application of biogenic and biomorphic materials in catalysis. Such approaches are of interest for the preparation of materials of unusual and well defined morphology, as well as the recovery of valuable resources from waste streams. Areas covered are the application of biogenic iron oxide occurring as a natural waste in the form of iron ochre which can cause issues in water management, the application of biogenic manganese oxide materials formed from manganese rich media (and therefore possibly playing a role in water remediation), the application of bacteria for the preparation of metal nanoparticles of potential relevance to precious metal recovery from waste streams and the application of natural biological materials as templates for biomorphic inorganic materials of controlled and unusual uniform morphology.

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Biogenic manganese oxide: effective new catalyst for direct bromination of hydrocarbons

Cited by 19 publications

References 22 publications

Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Biogenic Manganese–Calcium Oxides on the Cell Walls of the Algae Chara Corallina: Elemental Composition, Atomic Structure, and Water‐Oxidation Catalysis

Biogenic and bio‐structured inorganic materials in heterogeneous catalysis: a brief overview

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Biogenic manganese oxide: effective new catalyst for direct bromination of hydrocarbons

Cited by 19 publications

References 22 publications

Solar Photothermochemical Reaction and Supercritical CO2Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Solar Photothermochemical Reaction and Supercritical CO2Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Biogenic Manganese–Calcium Oxides on the Cell Walls of the Algae Chara Corallina: Elemental Composition, Atomic Structure, and Water‐Oxidation Catalysis

Biogenic and bio‐structured inorganic materials in heterogeneous catalysis: a brief overview

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Product

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Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide

Solar Photothermochemical Reaction and Supercritical CO₂Work up for a Fully Green Process of Preparation of Purep-Nitrobenzyl Bromide