Reduction of Organic Compounds by Lithium in Low Molecular Weight Amines. III. Reduction of Aromatic Compounds Containing Functional Groups

Benkeser, Robert A.; Arnold, Charles D.; Lambert, Rogers F.; Thomas, Owen H.

doi:10.1021/ja01627a071

Cited by 50 publications

(20 citation statements)

References 2 publications

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“…In addition, MWNTs are easily obtained, much cheaper and have been largely used in practical applications (27). Herein, we report the hydrogenation of MWNTs using lithium in ethylenediamine (Benkeser reaction (28,29)), which provides a convenient, mild and possibly scalable way to obtain the hydrogenated MWNTs compared with the traditional Birch reduction, which requires low temperature and a long time for the evaporation of the liquid ammonia (Pekker's method (12)). In our experiment, tert-butanol was used as the proton source.…”

Section: Hydrogenation Of Multi-walled Carbon Nanotubes In Ethylenedimentioning

confidence: 99%

Hydrogenation of Multi‐walled Carbon Nanotubes in Ethylenediamine

Tang

Zhao

Jiao

et al. 2010

Fullerenes, Nanotubes and Carbon Nanostructures

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Multi-walled carbon nanotubes (MWNTs) were hydrogenated by using lithium in ethylenediamine under Benkeser's conditions, which is convenient due to the avoidance of liquid ammonia used in the classical Birch reaction. The hydrogenated MWNTs were characterized by Raman, infrared spectroscopy, transmission electron microscopy and thermogravimetric analysis. The hydrogenation degree was also studied.

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Section: Hydrogenation Of Multi-walled Carbon Nanotubes In Ethylenedimentioning

confidence: 99%

Hydrogenation of Multi‐walled Carbon Nanotubes in Ethylenediamine

Tang

Zhao

Jiao

et al. 2010

Fullerenes, Nanotubes and Carbon Nanostructures

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“…As described above, the reaction of an equimolar amount of PhYbI with chalcone gives a 1,2-addition product (21) selectively, but interestingly enough, as the ratio of PhYbI to chalcone increases, (E)-stilbene (22), the C-C bond cleavage product, or triphenylpropene (23), the deoxygenation product, becomes the main product instead of 21 (Eqn [13]). When the PhYbI/chalcone ratio is 3:1, 22 and 23 were obtained in 31 and 30y0 yields, respectively, with diphenylmethanol (24a, 30%).…”

Section: Effect Of the Molar Ratio On The Reaction Of Phybl With Chalmentioning

confidence: 93%

The exploitation of new synthetic reactions by means of rare earth metals

Takaki

Fujiwara

1990

Applied Organom Chemis

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“…Hydrogenation of graphene was carried out by using Benkeser reaction [5,22,23]. The reaction was carried out under argon atmosphere.…”

Section: Hydrogenation Of Graphenementioning

confidence: 99%

“…Here, in this paper, we report the chemisorption of hydrogen on graphene by using lithium in ethylenediamine under Benkeser reaction [22,23]. Benkeser reaction is often termed as modified Birch reaction [17,18] and earlier has been employed to store hydrogen on multiwall carbon nanotubes [5].…”

Section: Introductionmentioning

confidence: 99%

Hydrogen storage on graphene using Benkeser reaction

Sarkar

Saha

Ganguly

et al. 2014

Int. J. Energy Res.

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SUMMARY Recently, graphene has received great attention as potential hydrogen storage media. Here, we report a new route to store/chemisorb high content of hydrogen on graphene by employing Benkeser reaction. Graphene nanosheets are produced via a soft chemistry synthetic route involving oxidation of graphite using Improved method, ultrasonic exfoliation, and chemical reduction by using hydrazine with overnight heat treatment. Graphene is hydrogenated by using lithium in ethylenediamine under Benkeser reaction at atmospheric pressure and 30 °C. Benkeser reaction overcomes the liquid ammonia handling and produced multiple layer of graphene attached to the hydrogen atoms. High‐resolution transmission electron microscopy and selected area electron diffraction analysis confirm the ordered graphite crystal structure of graphene and reveal the rough, corrugated hydrogenated graphene layers attached by hydrogen atoms. Fourier transformation infrared spectroscopy analysis confirms that hydrogen adsorption occurs at all the ortho, meta, and para positions of aromatic graphene. The degree of hydrogenation of graphene estimated by thermogravimetric analysis reveals 14.67% (weight %) hydrogen storage, which is considerably higher than the earlier reported values of percentage storage achieved using various physisorption and chemisorption techniques. Copyright © 2014 John Wiley & Sons, Ltd.

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Reduction of Organic Compounds by Lithium in Low Molecular Weight Amines. III. Reduction of Aromatic Compounds Containing Functional Groups

Cited by 50 publications

References 2 publications

Hydrogenation of Multi‐walled Carbon Nanotubes in Ethylenediamine

Hydrogenation of Multi‐walled Carbon Nanotubes in Ethylenediamine

The exploitation of new synthetic reactions by means of rare earth metals

Hydrogen storage on graphene using Benkeser reaction

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